3-cyclopropyl-4-(3-thiobenzoyl) pyrazoles and their use as herbicides

ABSTRACT

What is described are 3-cyclopropyl-4-(3-thiobenzoyl)pyrazoles of the general formula (I) and their use as herbicides 
                         
In this formula (I), R 1 , R 2 , R 3 , X and Y are radicals such as hydrogen and organic radicals, such as alkyl. R 4  is hydrogen or a protective group, such as tosyl.

CROSS REFERENCE TO RELATED APPLICATION

This application claims priority from DE 10 2007 026 875.2 filed Jun. 11, 2007, the content of which is incorporated herein by reference in its entirety.

BACKGROUND OF THE INVENTION

1. Field of the Invention

The invention relates to the technical field of the herbicides, in particular that of the herbicides for the selective control of broad-leaved weeds and weed grasses in crops of useful plants.

2. Description of Related Art

From various publications, it is already known that certain 4-benzoylpyrazoles have herbicidal properties. Thus, EP 0 352 543 A1 mentions 4-benzoylpyrazoles which may be substituted in the phenyl ring, inter alia by a thio radical. WO 97/41106 and WO 00/03993 mention 3-cyclopropyl-4-benzoylpyrazoles which may be substituted in the phenyl ring, inter alia by a thio radical. The publications mentioned above do not disclose any embodiments of a substitution of the phenyl ring in the meta-position by a thio radical.

However, the herbicidal activity of the compounds known from these publications is frequently insufficient. It is therefore an object of the present invention to provide herbicidally active compounds having herbicidal properties which are better than those of the compounds disclosed in the prior art.

SUMMARY OF THE INVENTION

It has now been found that certain 4-benzoylpyrazoles which are substituted in the 3-position by a cyclopropyl group and whose phenyl ring carries a substituted sulfenyl, sulfynyl or sulfonyl group in the 3-position are particularly suitable for use as herbicides. Part of the subject matter of the present invention are 3-cyclopropyl-4-(3-thiobenzoyl)pyrazoles of the formula (I) or salts thereof

in which

-   R¹ is (C₁-C₄)-alkyl, -   R² is halogen or (C₁-C₄)-alkyl, -   R³ is (C₃-C₈)-cycloalkyl, (C₃-C₈)-cycloalkyl-(C₁-C₉)-alkyl,     (C₂-C₆)-alkenyl, (C₂-C₆-alkynyl, (C₁-C₆)-haloalkyl,     (C₃-C₈)-halocycloalkyl-(C₁-C₉)-alkyl, (C₂-C₆)-haloalkenyl,     (C₂-C₆)-haloalkynyl, (C₂-C₆)-nitroalkyl, phenyl,     (C₃-C₈)-cycloalkoxy-(C₁-C₉)-alkyl,     (C₃-C₈)-cycloalkyl-(C₁-C₉)-alkoxy-(C₁-C₉)-alkyl,     (C₁-C₆)-alkoxy-(C₁-C₉)-alkyl, (C₂-C₆)-alkenyloxy-(C₁-C₉)-alkyl,     (C₂-C₆)-alkynyloxy-(C₁-C₉)-alkyl, (C₁-C₆)-haloalkoxy-(C₁-C₉)-alkyl,     (C₃-C₈)-halocycloalkyl-(C₁-C₉)-alkoxy-(C₁-C₉)-alkyl,     (C₂-C₆)-haloalkenyloxy-(C₁-C₉)-alkyl,     (C₂-C₆)-haloalkynyloxy-(C₁-C₉)-alkyl,     (C₂-C₆)-nitroalkoxy-(C₁-C₉)-alkyl, phenyloxy-(C₁-C₉)-alkyl, where     the phenyl group may in each case be substituted by m identical or     different radicals from the group consisting of (C₁-C₃)-alkyl,     halogen, nitro, (C₁-C₃)-alkoxy, -   R⁴ is hydrogen, (C₁-C₆)-alkylsulfonyl,     (C₁-C₄)-alkoxy-(C₁-C₆)-alkylsulfonyl, or is phenylsulfonyl,     thien-2-ylsulfonyl, benzoyl, (ethylthio)carbonyl,     benzoyl-(C₁-C₆)-alkyl or benzyl, each of which is substituted by m     identical or different radicals from the group consisting of     halogen, (C₁-C₄)-alkyl and (C₁-C₄)-alkoxy, -   X and Y independently of one another are hydrogen, mercapto, nitro,     halogen, cyano, thiocyanato, (C₁-C₆)-alkyl, (C₁-C₆)-haloalkyl,     (C₂-C₆)-alkenyl, (C₂-C₆)-haloalkenyl, (C₂-C₆)-alkynyl,     (C₃-C₆)-haloalkynyl, (C₃-C₆)-cycloalkyl, OR⁵,     methylsulfonylethoxymethyl, methylsulfonylethylsulfonylmethyl,     methoxyethylsulfonylmethyl, OCOR⁵, OSO₂R⁵, S(O)_(n)R⁵, SO₂OR⁵,     SO₂N(R⁵)₂, (C₁-C₃)-alkoxy-(C₁-C₃)-alkoxy-(C₁-C₃)-alkyl, NR⁵SO₂R⁵,     NR⁵COR⁵, (C₁-C₆)-alkyl-S(O)_(n)R⁵, (C₁-C₆)-alkyl-OR⁵,     (C₁-C₆)-alkyl-OCOR⁵, (C₁-C₆)-alkyl-OSO₂R⁵, (C₁-C₆)-alkyl-SO₂OR⁵,     (C₁-C₆)-alkyl-SO₂N(R⁵)₂ or (C₁-C₆)-alkyl-NR⁵COR⁵; -   R⁵ is hydrogen, (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-alkynyl,     (C₃-C₆)-cycloalkyl, phenyl or phenyl-(C₁-C₆)-alkyl, where the six     last mentioned radicals are substituted by s radicals from the group     consisting of hydroxyl, mercapto, amino, cyano, nitro, thiocyanato,     OR⁶, SR⁶, N(R⁶)₂, NOR⁶, OCOR⁶, SCOR⁶, NR⁶COR⁶, CO₂R⁶, COSR⁶,     CON(R⁶)₂, (C₁-C₄)-alkyliminooxy, (C₁-C₄)-alkoxyamino,     (C₁-C₄)-alkylcarbonyl, (C₁-C₄)-alkoxy-(C₂-C₆)-alkoxycarbonyl and     (C₁-C₄)-alkylsulfonyl; -   R⁶ is hydrogen, (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl or (C₂-C₆)-alkynyl, -   m is 0, 1, 2, 3, 4 or 5, -   n is 0, 1 or 2, -   q is 0, 1, 2, 3, 4 or 5, -   s is 0, 1, 2 or 3,     with the proviso that R³ is not (C₁-C₆)-haloalkyl if n is 0.

DETAILED DESCRIPTION OF A PREFERRED EMBODIMENT

Where R⁴ is hydrogen, the compounds of the formula (I) according to the invention, depending on external conditions, such as solvent and pH, may occur in different tautomeric structures:

Depending on the nature of the substituents, the compounds of the general formula (I) contain an acidic proton which may be removed by reaction with a base. Suitable bases are, for example, hydrides, hydroxides and carbonates of lithium, sodium, potassium, magnesium and calcium, and also ammonia and organic amines, such as triethylamine and pyridine. It is also possible to form salts by forming adducts with organic acids, such as formic acid or acetic acid, and inorganic acids, such as phosphoric acid, hydrochloric acid or sulfuric acid. Such salts also form part of the subject matter of the invention.

In formula (I) and all subsequent formulae, alkyl radicals with more than two carbon atoms can be straight-chain or branched. Alkyl radicals are, for example, methyl, ethyl, n- or i-propyl, n-, i-, t- or 2-butyl, pentyls, hexyls, such as n-hexyl, i-hexyl and 1,3-dimethylbutyl. Halogen is fluorine, chlorine, bromine or iodine. Tosyl is 4-methylphenylsulfonyl.

If a group is polysubstituted by radicals, this is to be understood as meaning that this group is substituted by one or more identical or different of the radicals mentioned.

Depending on the type and the linkage of the substituents, the compounds of the general formula (I) can exist as stereoisomers. If, for example, one or more asymmetric carbon atoms are present, enantiomers and diastereomers may occur. Stereoisomers may also occur when n is 1. Stereoisomers can be obtained from the mixtures resulting from the preparation by means of customary separation methods, for example by chromatographic separation methods. Likewise, stereoisomers may be prepared selectively by using stereoselective reactions employing optically active starting materials and/or auxiliaries. The invention also relates to all stereoisomers and their mixtures which are encompassed by the general formula (I), but not defined specifically.

Preference is given to compounds of the general formula (I) in which:

-   R¹ is (C₁-C₄)-alkyl, -   R² is halogen, methyl or ethyl, -   R³ is cyclopropyl, cyclopropylmethyl, cyclopropylmethoxyethyl,     methoxyethyl, methoxypropyl, ethoxyethyl, -   R⁴ is hydrogen, n-propylsulfonyl, phenylsulfonyl,     methoxyethylsulfonyl, benzoylmethyl, benzoyl, 4-methylbenzoylmethyl,     (ethylthio)carbonyl, 4-methylphenylsulfonyl, thien-2-ylsulfonyl, -   X is nitro, halogen, (C₁-C₄)-alkyl, trifluoromethyl, (C₁-C₄)-alkoxy,     methylsulfonyl, methoxymethyl, methoxymethoxymethyl,     ethoxyethoxymethyl, ethoxymethoxymethyl, methoxyethoxymethyl,     methoxypropoxymethyl, methylsulfonylmethyl,     methylsulfonylethoxymethyl, methoxyethylsulfonylmethyl,     methylsulfonylethylsulfonylmethyl, -   Y is halogen, trifluoromethyl, (C₁-C₄)-alkoxy, methylsulfonyl or     ethylsulfonyl, -   n is 0, 1 or 2, -   q is 0, 1 or 2.

Particular preference is given to compounds of the general formula (I) in which

-   R¹ is methyl or ethyl, -   R³ is cyclopropyl, cyclopropylmethyl, cyclopropylmethoxyethyl,     methoxyethyl, methoxypropyl, ethoxyethyl, -   R⁴ is hydrogen, n-propylsulfonyl, phenylsulfonyl,     methoxyethylsulfonyl, benzoylmethyl, benzoyl, 4-methylbenzoylmethyl,     (ethylthio)carbonyl, 4-methylphenylsulfonyl, thien-2-ylsulfonyl, -   X is nitro, bromine, chlorine, fluorine, methyl, ethyl,     trifluoromethyl, methoxy, ethoxy, methylsulfonyl, methoxymethyl,     methoxymethoxymethyl, ethoxyethoxymethyl, ethoxymethoxymethyl,     methoxyethoxymethyl, methoxypropoxymethyl, methylsulfonylmethyl,     methylsulfonylethoxymethyl, methoxyethylsulfonylmethyl,     methylsulfonylethylsulfonylmethyl, -   Y is bromine, chlorine, fluorine, trifluoromethyl, methoxy,     methylsulfonyl or ethylsulfonyl, -   n is 0, 1 or 2, -   q is 0.

In all the formulae given below, the substituents and symbols have the same meaning as described under formula (I), unless defined otherwise.

Compounds according to the invention in which R⁴ is hydrogen can be prepared, for example, by the process shown in scheme 1 and known from B. S. Jensen (Acta Chemica Scandinavica 13 (1959), 1668-1670) by base-catalyzed reaction of a benzoyl halide (III) with a pyrazolone (II), or by the process shown in scheme 2 and known, for example, from EP-A 0 186 117 by base-catalyzed reaction of a benzoyl halide (III) with a pyrazolone (II) and subsequent rearrangement.

According to scheme 3, compounds according to the invention in which R⁴ has a meaning different from hydrogen are expediently prepared from the compounds obtainable according to scheme 1 or 2, by base-catalyzed reaction with a suitable acylating agent R⁴⁻Z of formula (V) in which Z is a leaving group, such as halogen. Such methods are known in principle to the person skilled in the art and described, for example, in DE-A 25 13 750.

Compounds according to the invention can also be prepared according to the process shown in scheme 4 and known from WO 98/42678 by reacting a pyrazolone(II) with a halobenzoyl chloride (IIIa), subsequent nucleophilic aromatic substitution with a thio compound HS—R³ and, if appropriate, oxidation of the thio group. Here, L is, for example, chlorine, bromine, iodine or trifluoromethylsulfonyl. Such substitution reactions are known to the person skilled in the art and described, for example, in Houben-Weyl, Methoden der Organischen Chemie [Methods of Organic Chemistry], Georg Thieme Verlag Stuttgart, Vol. E 11, additional and supplementary volumes to the fourth edition 1985, p. 174 et seq.

The compounds of the formula (III) mentioned above can be prepared, for example, from the corresponding benzoic acids of the formula (IIIb) by reaction with acid chlorides, such as thionyl chloride, according to methods known to the person skilled in the art.

Compounds of the formula (IIIb) can be prepared, for example, according to scheme 6: to this end, in a first step, the 3-amino derivative of the formula (IIIc) is diazotized and then converted with potassium ethyl xanthogenate and subsequent hydrolysis into a 3-thio derivative of the formula (IIId). Such reactions are described, for example, in Houben-Weyl, Methoden der Organischen Chemie, Georg Thieme Verlag Stuttgart, Vol. E 9, fourth edition 1955, p. 12 et seq.

In a second step, the 3-thio derivatives of the formula (IIId) can be alkylated with alkylating agents by nucleophilic substitution on a saturated carbon atom or by a conjugated addition to an acceptor-substituted olefin, to give a derivative of the formula (IIIe). Such reactions are described, for example, in Houben-Weyl, Methoden der Organischen Chemie, Georg Thieme Verlag Stuttgart, Vol. E 11, additional and supplementary volumes to the fourth edition 1985, p. 165 ff. Subsequent oxidation of the compounds of the formula (IIIe) gives compounds of the formula (IIIb) in which n is 1 or 2.

Compounds of the formulae (III) and (IIIb) in which X, Y and n are as defined for formula (I) are novel and also form part of the subject matter of the present application.

The starting materials used in the above schemes are either commercially available or can be prepared by methods known per se. Thus, the pyrazolones of the formula (II) can be prepared, for example, by the methods described in EP-A 0 240 001 and J. Prakt. Chem. 315, 382, (1973), and the benzoic acids of the formula (III) and the benzoyl chlorides of the formula (IIIa) can be prepared by the methods described in EP-A 0 527 036 and WO 03/014071.

The compounds of the formula (I) according to the invention have an excellent herbicidal activity against a broad range of economically important monocotyledonous and dicotyledonous harmful plants. The active substances control perennial weeds equally well which produce shoots from rhizomes, root stocks or other perennial organs and which cannot be easily controlled. In this context, it generally does not matter whether the substances are applied before sowing, pre-emergence or post-emergence. Some representatives of the monocotyledonous and dicotyledonous weed flora which can be controlled by the compounds according to the invention may be mentioned individually as examples, but this is not to be taken to mean a restriction to certain species. The monocotyledonous weed species which are controlled well are, for example, Avena, Lolium, Alopecurus, Phalaris, Echinochloa, Digitaria, Setaria and Cyperus species from the annual group, and Agropyron, Cynodon, Imperata and Sorghum or else perennial Cyperus species amongst the perennial species. In the case of dicotyledonous weed species, the spectrum of action extends to species such as, for example, Galium, Viola, Veronica, Lamium, Stellaria, Amaranthus, Sinapis, Ipomoea, Sida, Matricaria and Abutilon from the annual group, and Convolvulus, Cirsium, Rumex and Artemisia among the perennial weeds. Harmful plants which are found under the specific culture conditions of rice, such as, for example, Echinochloa, Sagittaria, Alisma, Eleocharis, Scirpus and Cyperus are also controlled outstandingly well by the active substances according to the invention. If the compounds according to the invention are applied to the soil surface prior to germination, then either emergence of the weed seedlings is prevented completely, or the weeds grow until they have reached the cotyledon stage but growth then comes to a standstill and, after a period of three to four weeks, the plants eventually die completely. When the active substances are applied post-emergence to the green parts of the plants, growth also stops drastically very soon after the treatment, and the weeds remain at the growth stage of the time of application, or, after a certain period of time, they die completely so that competition by the weeds, which is detrimental for the crop plants, is thus eliminated at a very early stage and in a sustained manner. In particular, the compounds according to the invention have an outstanding action against Apera spica venti, Chenopodium album, Lamium purpureum, Polygonum convolvulus, Stellaria media, Veronica hederifolia, Veronica persica and Viola tricolor.

Although the compounds according to the invention have an outstanding herbicidal activity against monocotyledonous and dicotyledonous weeds, crop plants of economically important crops such as, for example, wheat, barley, rye, rice, corn, sugar beet, cotton and soybeans, only suffer negligible damage, if any. In particular, they are outstandingly well tolerated in cereals, such as wheat, barley and corn, in particular wheat. This is why the present compounds are highly suitable for the selective control of undesired vegetation in stands of agricultural useful plants or of ornamentals.

Owing to their herbicidal properties, the active substances can also be employed for controlling harmful plants in crops of known plants or genetically modified plants which are yet to be developed. As a rule, the transgenic plants are distinguished by particularly advantageous properties, for example by resistances to certain pesticides, especially certain herbicides, by resistances to plant diseases or causative organisms of plant diseases, such as certain insects or microorganisms such as fungi, bacteria or viruses. Other particular properties concern for example the harvested material with regard to quantity, quality, shelf life, composition and specific constituents. Thus, transgenic plants are known which have an increased starch content or whose starch quality has been modified, or whose fatty acid composition in the harvested material is different.

The compounds of the formula (I) according to the invention or their salts are preferably employed in economically important transgenic crops of useful plants and ornamentals, for example cereals such as wheat, barley, rye, oats, millet, rice, cassava and corn, or else crops of sugar beet, cotton, soybeans, oilseed rape, potato, tomato, pea and other vegetables. The compounds of the formula (I) can preferably be employed as herbicides in crops of useful plants which are resistant, or have been genetically modified to be resistant, to the phytotoxic effects of the herbicides.

Conventional routes for the generation of novel plants which have modified properties compared with existing plants are, for example, traditional breeding methods and the generation of mutants. Alternatively, novel plants with modified properties can be generated with the aid of recombinant methods (see, for example, EP-A-0221044, EP-A-0131624). For example, several cases of the following have been described:

-   recombinant modifications of crop plants for the purposes of     modifying the starch synthesized in the plants (for example WO     92/11376, WO 92/14827, WO 91/19806), -   transgenic crop plants which exhibit resistances to certain     herbicides of the glufosinate type (cf. e.g. EP-A-0242236,     EP-A-242246), glyphosate type (WO 92/00377) or of the sulfonylurea     type (EP-A-0257993, U.S. Pat. No. 5,013,659) -   transgenic crop plants, for example cotton, with the ability to     produce Bacillus thuringiensis toxins (Bt toxins), which make the     plants resistant to certain pests (EP-A-0142924, EP-A-0193259), -   transgenic crop plants with a modified fatty acid composition (WO     91/13972).

A large number of techniques in molecular biology, with the aid of which novel transgenic plants with modified properties can be generated, are known in principle; see, for example, Sambrook et al., 1989, Molecular Cloning, A Laboratory Manual, 2nd Ed., Cold Spring Harbor Laboratory Press, Cold Spring Harbor, N.Y.; or Winnacker “Gene und Klone” [Genes and Clones], VCH Weinheim 2nd Edition 1996 or Christou, “Trends in Plant Science” 1 (1996) 423-431.

To carry out such recombinant manipulations, nucleic acid molecules can be introduced into plasmids which permit a mutagenesis or a sequence alteration by recombination of DNA sequences. With the aid of the abovementioned standard methods, it is possible, for example, to carry out base substitutions, to remove part sequences or to add natural or synthetic sequences. The fragments can be provided with adapters or linkers to link the DNA fragments to each other.

Plant cells with a reduced activity of a gene product can be obtained, for example, by expressing at least one corresponding antisense RNA, a sense RNA for achieving a cosuppression effect, or by expressing at least one suitably constructed ribozyme which specifically cleaves transcripts of the abovementioned gene product.

To this end, it is possible, on the one hand, to use DNA molecules which encompass all of the coding sequence of a gene product including any flanking sequences which may be present, but also DNA molecules which only encompass portions of the coding sequence, it being necessary for these portions to be so long as to cause an antisense effect in the cells. Another possibility is the use of DNA sequences which have a high degree of homology with the coding sequences of a gene product, but are not completely identical.

When expressing nucleic acid molecules in plants, the protein synthesized may be localized in any desired compartment of the plant cell. However, to achieve localization in a particular compartment, the coding region can, for example, be linked to DNA sequences which ensure localization in a particular compartment. Such sequences are known to the skilled worker (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad. Sci. USA 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1991), 95-106).

The transgenic plant cells can be regenerated by known techniques to give intact plants. In principle, the transgenic plants can be plants of any desired plant species, i.e. both monocotyledonous and dicotyledonous plants. Thus, transgenic plants can be obtained which exhibit modified properties owing to the overexpression, suppression or inhibition of homologous (=natural) genes or gene sequences or expression of heterologous (=foreign) genes or gene sequences.

When using the active substances according to the invention in transgenic crops, effects are frequently observed in addition to the effects against harmful plants to be observed in other crops, which are specific for the application in the transgenic crop in question, for example a modified or specifically widened weed spectrum which can be controlled, modified application rates which may be employed for the application, preferably good combining ability with the herbicides to which the transgenic crop is resistant, and an effect on the growth and yield of the transgenic crop plants. The invention therefore also relates to the use of the compounds according to the invention as herbicides for controlling harmful plants in transgenic crop plants.

The substances according to the invention additionally have outstanding growth-regulatory properties in crop plants. They engage in the plants' metabolism in a regulatory fashion and can thus be employed for the targeted control of plant constituents and for facilitating harvesting, such as, for example, by triggering desiccation and stunted growth. Moreover, they are also suitable for generally controlling and inhibiting undesired vegetative growth without destroying the plants in the process. Inhibiting the vegetative growth plays an important role in many monocotyledonous and dicotyledonous crops since lodging can be reduced, or prevented completely, hereby.

The compounds according to the invention can be employed in the form of wettable powders, emulsifiable concentrates, sprayable solutions, dusts or granules in the customary preparations. The invention therefore furthermore relates to herbicidal compositions comprising compounds of the formula (I). The compounds of the formula (I) can be formulated in various ways, depending on the prevailing biological and/or chemico-physical parameters. Examples of suitable formulations which are possible are: wettable powders (WP), water-soluble powders (SP), water-soluble concentrates, emulsifiable concentrates (EC), emulsions (EW), such as oil-in-water and water-in-oil emulsions, sprayable solutions, suspension concentrates (SC), oil- or water-based dispersions, oil-miscible solutions, capsule suspensions (CS), dusts (DP), seed-dressing products, granules for spreading and soil application, granules (GR) in the form of microgranules, spray granules, coated granules and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), ULV formulations, microcapsules and waxes. These individual formulation types are known in principle and are described, for example, in Winnacker-Küchler, “Chemische Technologie” [Chemical Engineering], Volume 7, C. Hauser Verlag Munich, 4th Ed. 1986, Wade van Valkenburg, “Pesticide Formulations”, Marcel Dekker, N.Y., 1973; K. Martens, “Spray Drying” Handbook, 3rd Ed. 1979, G. Goodwin Ltd. London.

The formulation auxiliaries required, such as inert materials, surfactants, solvents and further additives, are likewise known and are described, for example, in: Watkins, “Handbook of Insecticide Dust Diluents and Carriers”, 2nd Ed., Darland Books, Caldwell N.J., H.v. Olphen, “Introduction to Clay Colloid Chemistry”; 2nd Ed., J. Wiley & Sons, N.Y.; C. Marsden, “Solvents Guide”; 2nd Ed., Interscience, N.Y. 1963; McCutcheon's “Detergents and Emulsifiers Annual”, MC Publ. Corp., Ridgewood N.J.; Sisley and Wood, “Encyclopedia of Surface Active Agents”, Chem. Publ. Co. Inc., N.Y. 1964; Schönfeldt, “Grenzflächenaktive Äthylenoxidaddukte” [Surface-active ethylene oxide adducts], Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Küchler, “Chemische Technologie”, Volume 7, C. Hauser Verlag Munich, 4th Ed. 1986.

Wettable powders are preparations which are uniformly dispersible in water and which, in addition to the active substance, also contain ionic and/or nonionic surfactants (wetters, dispersants), for example polyoxyethylated alkylphenols, polyoxyethylated fatty alcohols, polyoxyethylated fatty amines, fatty alcohol polyglycol ether sulfates, alkanesulfonates, alkylbenzenesulfonates, sodium 2,2′-dinaphthylmethane-6,6′-disulfonate, sodium lignosulfonate, sodium dibutylnaphthalenesulfonate or else sodium oleoylmethyltaurate, in addition to a diluent or inert substance. To prepare the wettable powders, the herbicidal active substances are ground finely, for example in customary equipment such as hammer mills, blowing mills and air-jet mills, and simultaneously or subsequently mixed with the formulation auxiliaries.

Emulsifiable concentrates are prepared by dissolving the active substance in an organic solvent, e.g. butanol, cyclohexanone, dimethylformamide, xylene or else higher-boiling aromatics or hydrocarbons or mixtures of the organic solvents with addition of one or more ionic and/or nonionic surfactants (emulsifiers). Examples of emulsifiers which can be used are: calcium alkylarylsulfonate salts such as calcium dodecylbenzenesulfonate, or nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide/ethylene oxide condensates, alkyl polyethers, sorbitan esters such as, for example, sorbitan fatty acid esters or polyoxyethylene sorbitan esters such as, for example, polyoxyethylene sorbitan fatty acid esters.

Dusts are obtained by grinding the active substance with finely divided solid materials, for example talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.

Suspension concentrates can be water-based or oil-based. They can be prepared for example by wet-grinding by means of customary bead mills, if appropriate with addition of surfactants, as have already been mentioned for example above in the case of the other formulation types.

Emulsions, for example oil-in-water emulsions (EW), can be prepared for example by means of stirrers, colloid mills and/or static mixers using aqueous organic solvents and, if appropriate, surfactants as have already been mentioned for example above in the case of the other formulation types.

Granules can be prepared either by spraying the active substance onto adsorptive, granulated inert material or by applying active substance concentrates to the surface of carriers such as sand, kaolinites or granulated inert material with the aid of adhesives, for example polyvinyl alcohol, sodium polyacrylate or else mineral oils. Suitable active substances can also be granulated in the fashion which is conventional for the production of fertilizer granules, if desired as a mixture with fertilizers.

Water-dispersible granules are generally prepared by customary methods such as spray drying, fluidized-bed granulation, disk granulation, mixing with high-speed stirrers and extrusion without solid inert material.

To prepare disk granules, fluidized-bed granules, extruder granules and spray granules, see, for example methods in “Spray-Drying Handbook” 3rd ed. 1979, G. Goodwin Ltd., London; J. E. Browning, “Agglomeration”, Chemical and Engineering 1967, pages 147 et seq.; “Perry's Chemical Engineer's Handbook”, 5th Ed., McGraw-Hill, New York 1973, pp. 8-57.

For further details on the formulation of crop protection agents see, for example, G. C. Klingman, “Weed Control as a Science”, John Wiley and Sons, Inc., New York, 1961, pages 81-96 and J. D. Freyer, S. A. Evans, “Weed Control Handbook”, 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pages 101-103.

As a rule, the agrochemical preparations comprise 0.1 to 99% by weight, in particular 0.1 to 95% by weight, of active substance of the formula (I). In wettable powders, the active substance concentration is, for example, approximately 10 to 90% by weight, the remainder to 100% by weight being composed of customary formulation constituents. In the case of emulsifiable concentrates, the active substance concentration can amount to approximately 1 to 90, preferably 5 to 80% by weight. Formulations in the form of dusts comprise 1 to 30% by weight of active substance, preferably in most cases 5 to 20% by weight of active substance, and sprayable solutions comprise approximately 0.05 to 80, preferably 2 to 50% by weight of active substance. In the case of water-dispersible granules, the active substance content depends partly on whether the active compound is in liquid or solid form and on the granulation auxiliaries, fillers and the like which are being used. In the case of the water-dispersible granules, for example, the active substance content is between 1 and 95% by weight, preferably between 10 and 80% by weight.

In addition, the active substance formulations mentioned comprise, if appropriate, the tackifiers, wetters, dispersants, emulsifiers, penetrants, preservatives, antifreeze agents, solvents, fillers, carriers, colorants, antifoams, evaporation inhibitors, and pH and viscosity regulators which are conventional in each case.

Based on these formulations, it is also possible to prepare combinations with other pesticidally active substances such as, for example, insecticides, acaricides, herbicides, fungicides, and with safeners, fertilizers and/or growth regulators, for example in the form of a readymix or a tank mix.

Active substances which can be employed in combination with the active substances according to the invention in mixed formulations or in the tank mix are, for example, known active substances as are described, for example, in Weed Research 26, 441-445 (1986) or “The Pesticide Manual”, 14th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2006 and literature cited therein. Known herbicides which must be mentioned, and can be combined with the compounds of the formula (I), are, for example, the following active substances (note: the compounds are either designated by the common name according to the International Organization for Standardization (ISO) or using the chemical name, if appropriate together with a customary code number):

acetochlor; acifluorfen; aclonifen; AKH 7088, i.e. [[[1-[5-[2-chloro-4-(trifluoromethyl)-phenoxy]-2-nitrophenyl]-2-methoxyethylidene]amino]oxy]acetic acid and its methyl ester; alachlor; alloxydim; ametryn; amidosulfuron; amitrol; AMS, i.e. ammonium sulfamate; anilofos; asulam; atrazine; azimsulfurone (DPX-A8947); aziprotryn; barban; BAS 516 H, i.e. 5-fluorine-2-phenyl-4H-3,1-benzoxazin-4-one; benazolin; benfluralin; benfuresate; bensulfuron-methyl; bensulide; bentazone; benzofenap; benzofluor; benzoylprop-ethyl; benzthiazuron; bialaphos; bifenox; bromacil; bromobutide; bromofenoxim; bromoxynil; bromuron; buminafos; busoxinone; butachlor; butamifos; butenachlor; buthidazole; butralin; butylate; cafenstrole (CH-900); carbetamide; cafentrazone; CDAA, i.e. 2-chloro-N,N-di-2-propenylacetamide; CDEC, i.e. 2-chloroallyl diethyldithiocarbamate; chlomethoxyfen; chloramben; chlorazifop-butyl, chlorbromuron; chlorbufam; chlorfenac; chlorflurecol-methyl; chloridazon; chlorimuron ethyl; chlornitrofen; chlorotoluron; chloroxuron; chlorpropham; chlorsulfuron; chlorthal-dimethyl; chlorthiamid; cinmethylin; cinosulfuron; clethodim; clodinafop and its ester derivatives (for example clodinafop-propargyl); clomazone; clomeprop; cloproxydim; clopyralid; cumyluron (JC 940); cyanazine; cycloate; cyclosulfamuron (AC 104); cycloxydim; cycluron; cyhalofop and its ester derivatives (for example butylester, DEH-112); cyperquat; cyprazine; cyprazole; daimuron; 2,4-DB; dalapon; desmedipham; desmetryn; di-allate; dicamba; dichlobenil; dichlorprop; diclofop and its esters such as diclofop-methyl; diethatyl; difenoxuron; difenzoquat; diflufenican; dimefuron; dimethachlor; dimethametryn; dimethenamid (SAN-582H); dimethazone, clomazon; dimethipin; dimetrasulfuron, dinitramine; dinoseb; dinoterb; diphenamid; dipropetryn; diquat; dithiopyr; diuron; DNOC; eglinazine-ethyl; EL 77, i.e. 5-cyano-1-(1,1-dimethylethyl)-N-methyl-1H-pyrazole-4-carboxamide; endothal; EPTC; esprocarb; ethalfluralin; ethametsulfuron-methyl; ethidimuron; ethiozin; ethofumesate; F5231, i.e. N-[2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-4,5-dihydro-5-oxo-1H-tetrazol-1-yl]phenyl]ethanesulfonamide; ethoxyfen and its esters (for example ethylester, HN-252); etobenzanid (HW 52); fenoprop; fenoxan, fenoxaprop and fenoxaprop-P and their esters, for example fenoxaprop-P-ethyl and fenoxaprop-ethyl; fenoxydim; fenuron; flamprop-methyl; flazasulfuron; fluazifop and fluazifop-P and their esters, for example fluazifop-butyl and fluazifop-P-butyl; fluchloralin; flucarbazoue; flufenacet; flumetsulam; flumeturon; flumiclorac and its esters (for example pentylester, S-23031); flumioxazin (S-482); flumipropyn; flupoxam (KNW-739); fluorodifen; fluoroglycofen-ethyl; flupropacil (UBIC-4243); fluridone; flurochloridone; fluroxypyr; flurtamone; fomesafen; foramsulfuron; fosamine; furyloxyfen; glufosinate; glyphosate; halosafen; halosulfuron and its esters (for example methylester, NC-319); haloxyfop and its esters; haloxyfop-P (═R-haloxyfop) and its esters; hexazinone; imazapyr; imazamethabenz-methyl; imazaquin and salts such as the ammonium salt; ioxynil; imazethamethapyr; imazethapyr; imazosulfuron; iodosulfuron-methyl-sodium; isocarbamid; isopropalin; isoproturon; isouron; isoxaben; isoxapyrifop; karbutilate; lactofen; lenacil; linuron; MCPA; MCPB; mecoprop; mefenacet; mefluidid; mesosulfuron; mesotrione; metamitron; metazachlor; metham; methabenzthiazuron; methazole; methoxyphenone; methyldymron; metabenzuron, methobenzuron; metobromuron; metolachlor; metosulam (XRD 511); metoxuron; metribuzin; metsulfuron-methyl; MH; molinate; monalide; monolinuron; monuron; monocarbamide dihydrogensulfate; MT 128, i.e. 6-chloro-N-(3-chloro-2-propenyl)-5-methyl-N-phenyl-3-pyridazinamine; MT 5950, i.e. N-[3-chloro-4-(1-methylethyl)phenyl]-2-methylpentanamide; naproanilide; napropamide; naptalam; NC 310, i.e. 4-(2,4-dichlorobenzoyl)-1-methyl-5-benzyloxypyrazole; neburon; nicosulfuron; nipyraclophen; nitralin; nitrofen; nitrofluorfen; norflurazon; orbencarb; oryzalin; oxadiargyl (RP-020630); oxadiazon; oxyfluorfen; paraquat; pebulate; pendinethalin; perfluidone; phenisopham; phenmedipham; picloram; pinoxaden; piperophos; piributicarb; pirifenop-butyl; pretilachlor; primisulfuron-methyl; procyazine; prodiamine; profluralin; proglinazine-ethyl; prometon; prometryn; propachlor; propanil; propaquizafop and its esters; propazine; propham; propisochlor; propoxycarbazone; propyzamide; prosulfalin; prosulfocarb; prosulfuron (CGA-152005); prynachlor; pyrazolinate; pyrazon; pyrasulfotole; pyrazosulfuron-ethyl; pyrazoxyfen; pyridate; pyrithiobac (KIH-2031); pyroxofop and its esters (for example propargyl ester); quinclorac; quinmerac; quinofop and its ester derivatives, quizalofop and quizalofop-P and their ester derivatives for example quizalofop-ethyl; quizalofop-P-tefuryl and -ethyl; renriduron; rimsulfuron (DPX-E 9636); S 275, i.e. 2-[4-chloro-2-fluoro-5-(2-propynyloxy)phenyl]-4,5,6,7-tetrahydro-2H-indazole; secbumeton; sethoxydim; siduron; simazine; simetryn; SN 106279, i.e. 2-[[7-[2-chloro-4-(trifluoromethyl)phenoxy]-2-naphthalenyl]oxy]propanoic acid and its methyl ester; sulcotrione; sulfentrazon (FMC-97285, F-6285); sulfazuron; sulfometuron-methyl; sulfosate (ICI-A0224); TCA; tebutam (GCP-5544); tebuthiuron; tembotrione; terbacil; terbucarb; terbuchlor; terbumeton; terbuthylazine; terbutryn; TFH 450, i.e. N,N-diethyl-3-[(2-ethyl-6-methylphenyl)sulfonyl]-1H-1,2,4-triazole-1-carboxamide; thenylchlor (NSK-850); thiazafluron; thiencarbazone; thiazopyr (Mon-13200); thidiazimin (SN-24085); thiobencarb; thifensulfuron-methyl; tiocarbazil; tralkoxydim; tri-allate; triasulfuron; triazofenamide; tribenuron-methyl; triclopyr; tridiphane; trietazine; trifluralin; triflusulfuron and esters (for example methyl ester, DPX-66037); trimeturon; tsitodef; vernolate; WL 110547, i.e. 5-phenoxy-1-[3-(trifluoromethyl)phenyl]-1H-tetrazole; UBH-509; D-489; LS 82-556; KPP-300; NC-324; NC-330; KH-218; DPX-N8189; SC-0774; DOWCO-535; DK-8910; V-53482; PP-600; MBH-001; KIH-9201; ET-751; KIH-6127 and KIH-2023

For use, the formulations, which are present in commercially available form, are if appropriate diluted in the customary manner, for example using water in the case of wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules. Preparations in the form of dusts, soil granules, granules for spreading and sprayable solutions are usually not diluted any further with other inert substances prior to use.

The application rate required of the compounds of the formula (I) varies with the external conditions such as, inter alia, temperature, humidity and the nature of the herbicide used. It can vary within wide limits, for example between 0.001 and 1.0 kg/ha or more of active substance, but it is preferably between 0.005 and 750 g/ha.

The examples which follow illustrate the invention.

A. CHEMICAL EXAMPLES Preparation of 3-cyclopropyl-4-(3-cyclopropylmethylthio-2-methyl-4-methylsulfonylbenzoyl)-5-hydroxy-1-methylpyrazole (Example No. 1-38) Step 1: 3-Mercapto-2-methyl-4-methylsulfonylbenzoic acid

11.0 g (48.0 mmol) of 3-amino-2-methyl-4-methylsulfonylbenzoic acid (synthesis described by T. L. Siddall et al. in Pest Management Science (2002), 58 (12), 1175-1186) was added to a solution of 2.03 g (50.9 mmol) of NaOH in 60 ml of water. 3.31 g (48.0 mmol) of sodium nitrite were then added. At 5-8° C., the solution was added dropwise to a mixture of concentrated HCl and ice. The mixture was stirred at this temperature for 15 minutes and then neutralized with sodium acetate. The content was then added dropwise to a solution, kept at 70-80° C., of 21.54 g (134.3 mmol) of potassium ethyl xanthogenate in 80 ml of water. The mixture was stirred at 80° C. for 15 minutes and then, at RT, acidified for work-up with 1M HCl. After five minutes, the mixture was decanted and 85 ml of 10% strength aqueous sodium hydroxide solution were added to the residue. The mixture was heated and distillate formed was removed with the aid of a distillation assembly, so that an internal temperature of 100° C. could be reached. After the mixture had been heated at this temperature for 1.25 h, HPLC analysis showed that the reaction had gone to completion. 21 ml of a saturated aqueous sodium bisulfite solution were then added, and the mixture was heated at 100° C. for 10 minutes. For work-up, the cooled reaction mixture was acidified with 1M HCl, cooled to 0-5° C. and filtered under an atmosphere of nitrogen. What was isolated were 10 g of a solid; a 1H-NMR spectrum showed the identity of the product.

Step 2: 3-Cyclopropylmethylthio-2-methyl-4-methylsulfonylbenzoic acid

Under an atmosphere of nitrogen, 9.0 g (36.5 mmol) of 3-mercapto-2,4-dimethyl-sulfonylbenzoic acid were dissolved in 70 ml of N,N-dimethylformamide (DMF), and 3.07 g (76.7 mmol, purity 60% by weight) of NaH were then added a little at a time. The mixture was stirred at RT for 15 minutes, and 5.43 g (40.2 mmol) of cyclopropylmethyl bromide were then slowly added dropwise. The mixture was stirred at RT for 16 h. For work-up, the solvent was removed under reduced pressure and the residue was taken up in a mixture of water and methanol. 8 g (200 mmol) of NaOH were added, and the reaction mixture was stirred at RT until HPLC analysis showed no more cyclopropylmethyl ester. The mixture was freed from the solvents, water was added to the residue and the aqueous phase was acidified with 1M HCl and then extracted twice with ethyl acetate (EA). The combined organic phases were dried, filtered and freed from the solvent. The residue was washed with n-heptane. The heptane was decanted and the residue was dried under reduced pressure. What was isolated were 11.1 g of the pure product.

Step 3: 3-Cyclopropyl-4-(3-cyclopropylmethylthio-2-methyl-4-methylsulfonylbenzoyl)-5-hydroxy-1-methylpyrazole

190 mg (0.63 mmol) of 3-cyclopropylmethylthio-2-methyl-4-methylsulfonylbenzoic acid were initially charged in 15 ml of dry dichloromethane, and 121 mg (0.95 mmol) of oxalyl chloride and a few drops of DMF were added. The mixture was heated at reflux for 15 min, after which no more evolution of gas could be observed. The content was cooled to RT and concentrated. The acid chloride obtained in this manner was dissolved in 15 ml of acetonitrile, and 96 mg (0.70 mmol) of 3-cyclopropyl-5-hydroxy-1-methylpyrazole were added. 128 mg (1.27 mmol) of triethylamine were then slowly added dropwise, and the reaction mixture was stirred at RT for 16 h. Ten drops of acetone cyanohydrin and a spatula tip of KCN were added to the enol ester obtained in this manner. The mixture was stirred at RT for 16 h and then concentrated. 15 ml of dichloromethane and then 2 ml of 1M HCl were added to the residue. After phase separation, the organic phase was freed from the solvent. The residue was purified chromatographically, and 65.7 mg of pure product were isolated.

Preparation of 3-cyclopropyl-4-(3-cyclopropylmethylsulfonyl-2-methyl-4-methylsulfonylbenzoyl)-5-hydroxy-1-methylpyrazole (Example No. 1-50) Step 1: 3-Cyclopropylmethylsulfonyl-2-methyl-4-methylsulfonylbenzoic acid

952 mg (3.17 mmol) of 3-cyclopropylmethylthio-2-methyl-4-methylsulfonylbenzoic acid were dissolved in 15 ml of glacial acetic acid. 31 mg (0.095 mmol) of sodium tungstate(VI) dihydrate were added, and the mixture was then heated to 60° C. At this temperature, 1.44 g (30% strength, 12.7 mmol) of an aqueous hydrogen peroxide solution were carefully added dropwise. The mixture was stirred at this temperature for two days. The mixture was then cooled and, for work-up, poured into water. The mixture was extracted twice with EA, the combined organic phases were washed with an aqueous, saturated sodium bisulfite solution, and, after analytical confirmation of the absence of peroxides, the mixture was dried, filtered and freed under reduced pressure from the solvents. 744 g of the product were isolated.

Step 2: Synthesis of 3-cyclopropyl-4-(3-cyclopropylmethylsulfonyl-2-methyl-4-methylsulfonylbenzoyl)-5-hydroxy-1-methylpyrazole

149 mg (0.45 mmol) of 3-cyclopropylmethylsulfonyl-2-methyl-4-methylsulfonyl-benzoic acid were initially charged in 15 ml of dry CH₂Cl₂, and 114 mg (0.90 mmol) of oxalyl chloride and a few drops of DMF were added. The mixture was heated at reflux for 15 min, after which no more evolution of gas could be observed. The content was cooled to RT and concentrated. The acid chloride obtained in this manner was dissolved in 15 ml of dry dichloromethane, and 68 mg (0.49 mmol) of 3-cyclopropyl-5-hydroxy-1-methylpyrazole were added. 91 mg (0.90 mmol) of triethylamine were then slowly added dropwise, and the reaction mixture was stirred at RT for 16 h. For work-up, 2 ml of 1M HCl were added, and after phase separation the organic phase was freed from the solvent. The enol ester obtained in this manner was taken up in 15 ml of acetonitrile, and 10 drops of acetone cyanohydrin and a spatula tip of KCN were added. The mixture was stirred at RT for 16 h and then concentrated. 15 ml of CH₂Cl₂ and then 2 ml of 1M HCl were added. After phase separation, the organic phase was freed from the solvent. The residue was purified chromatographically, and 103 mg of pure product were isolated.

Preparation of 4-(2-chloro-3-(2-methoxyethyl)thio-4-methylsulfonylbenzoyl)-3-cyclopropyl-5-hydroxy-1-methylpyrazole (Example No. 1-3) Step 1: Synthesis of 2-chloro-3-(2′-methoxyethyl)thio-4-methylsulfonylbenzoic acid

5.0 g (19.8 mmol) of 2-chloro-3-fluoro-4-methylsulfonylbenzoic acid (synthesis described in WO 98/42648) were taken up in 40 ml of DMF. 871 mg (21.8 mmol, purity 60% by weight) of NaH were added. The mixture was stirred at RT for 30 minutes. A reaction mixture containing the sodium salt of 2-methoxyethanethiol (prepared from a solution of 2.19 g (23.7 mmol) of 2-methoxyethanethiol in 10 ml of DMF which had been added dropwise to a suspension of 950 mg (23.7 mmol, purity 60% by weight) of NaH in 30 ml of DMF, followed by stirring at RT for 30 minutes) was then added a little at a time. During the addition, the temperature was kept below 30° C. The reaction mixture was stirred at RT for 16 h, for work-up diluted with water and washed with diethyl ether. The aqueous phase was acidified with 1M HCl and extracted with tert-butyl methyl ether. The organic phase was dried and filtered. The aqueous phase was additionally extracted with EA, and the organic phase was also dried and filtered. The filtrates of the organic phases were combined and freed from the solvent. The residue was dried under reduced pressure and purified chromatographically. This gave 4.8 g of the pure product.

Step 2: Synthesis of 4-(2-chloro-3-(2-methoxyethyl)thio-4-methylsulfonylbenzoyl)-3-cyclopropyl-5-hydroxy-1-methylpyrazole

550 mg (1.69 mmol) of 2-chloro-3-(2-methoxyethyl)thio-4-methylsulfonylbenzoic acid were initially charged in 20 ml of dry CH₂Cl₂, and 430 mg (3.39 mmol) of oxalyl chloride and two drops of DMF were added. The mixture was heated at reflux for 15 minutes. The content was cooled to RT and concentrated. The acid chloride obtained in this manner was dissolved in 20 ml of dry CH₂Cl₂, and 257 mg (1.86 mmol) of 3-cyclopropyl-5-hydroxy-1-methylpyrazole were added. 343 mg (3.39 mmol) of triethylamine were then slowly added dropwise, and the reaction mixture was stirred at RT for 16 h. For work-up, 5 ml of 1M HCl were added, and, after phase separation, the organic phase was freed from the solvent. The residue was purified chromatographically, and the enol ester obtained in this manner was taken up in 20 ml of acetonitrile, and 343 mg (3.39 mmol) of triethylamine, eight drops of acetone cyanohydrin and a spatula tip of KCN were added. The mixture was stirred at RT for 16 h and then concentrated. 20 ml of CH₂Cl₂ and then 5 ml of 1M HCl were added to the residue. After phase separation, the organic phase was freed from the solvent. The residue was purified chromatographically, and 579 mg of pure product were isolated.

Preparation of 4-(2-chloro-3-(2-methoxyethyl)sulfynyl-4-methylsulfonylbenzoyl)-3-cyclopropyl-5-hydroxy-1-methylpyrazole (Example No. 1-9) and 4-(2-chloro-3-(2-methoxyethyl)sulfonyl-4-methylsulfonylbenzoyl)-3-cyclopropyl-5-hydroxy-1-methyl pyrazole (Example No. 1-15)

193 mg (0.43 mmol) of 4-(2-chloro-3-(2-methoxyethyl)thio-4-methylsulfonylbenzoyl)-3-cyclopropyl-5-hydroxy-1-methylpyrazole were dissolved in 20 ml of CH₂Cl₂, and 321 mg (purity 70% by weight, 1.30 mmol) of meta-chloroperbenzoic acid were then added. The mixture was then stirred at RT for 16 h. For work-up, the mixture was diluted with CH₂Cl₂ and washed with 10% strength aqueous sodium bisulfite solution. During this step, the pH of the aqueous phase was kept in the acidic range using 1M HCl. After phase separation and the analytical confirmation of the absence of peroxides, the organic phase was then dried, filtered and freed from solvent. The residue was separated chromatographically, which gave 9.6 mg of pure 4-(2-chloro-3-(2-methoxyethyl)sulfynyl-4-methylsulfonylbenzoyl)-3-cyclopropyl-5-hydroxy-1-methylpyrazole and 71.6 mg of pure 4-(2-chloro-3-(2-methoxyethyl)sulfonyl-4-methylsulfonylbenzoyl)-3-cyclopropyl-5-hydroxy-1-methylpyrazole.

Preparation of 3-cyclopropyl-5-hydroxy-4-(3-(2-methoxyethyl)thio-2-methyl-4-trifluoromethylbenzoyl)-1-methylpyrazole (Example No. 1-2091) Step 1: Synthesis of 3-fluoro-2-methyl-4-trifluoromethylbenzoic acid

25.0 g (120.1 mmol) of 3-fluoro-4-trifluoromethylbenzoic acid were dissolved in 250 ml of dry THF, and 100.9 ml (2.5M in hexane, 252.3 mmol) of n-butyllithium were added dropwise at a temperature of −40° C. The mixture was stirred for 3.5 h, and a solution of 51.2 g (360.4 mmol) of iodomethane in 50 ml of dry THF was then added. The mixture was stirred for 16 h, and after half an hour the temperature slowly increased to RT. For work-up, 150 ml of 1M HCl were added carefully. The mixture was extracted with diethyl ether, and the organic phase was then extracted with 1M NaOH. The aqueous phase was acidified and then extracted with diethyl ether. The organic phase was washed with water, dried and concentrated. The residue was triturated with n-heptane, and the solid was collected by filtration. What was isolated were 13.5 g of the pure product.

Step 2: Synthesis of 3-(2-methoxyethyl)thio-2-methyl-4-trifluoromethylbenzoic acid

1.45 g (6.53 mmol) of 3-fluoro-2-methyl-4-trifluoromethylbenzoic acid were initially charged in 40 ml of DMF. 809 mg (20.2 mmol) of NaH were added a little at a time. After the evolution of gas had ceased, 1.20 g (13.1 mmol) of 2-methoxyethanethiol were added a little at a time. The mixture was stirred at RT for 10 minutes and then heated at 80° C. for 15 h. The reaction mixture was cooled and concentrated under reduced pressure, and for work-up water was added and the mixture was acidified with 1M HCl. The product precipitated and was removed by filtration. The product was then washed with water and n-heptane. What was isolated were 1.7 g of the pure product.

Step 3: Synthesis of 3-cyclopropyl-5-hydroxy-4-(3-(2-methoxyethyl)thio-2-methyl-4-trifluoromethylbenzoyl)-1-methylpyrazole

520 mg (1.77 mmol) of 3-(2-methoxyethyl)thio-2-methyl-4-trifluoromethylbenzoic acid were initially charged in 20 ml of dry CH₂Cl₂, and 449 mg (3.53 mmol) of oxalyl chloride and two drops of DMF were added. The mixture was heated at reflux for 15 min, after which no more evolution of gas could be observed. The content was cooled to RT and concentrated. The acid chloride obtained in this manner was dissolved in 20 ml of dry CH₂Cl₂, and 269 mg (1.94 mmol) of 3-cyclopropyl-5-hydroxy-1-methylpyrazole were added. 358 mg (3.53 mmol) of triethylamine were then slowly added dropwise, and the reaction mixture was stirred at RT for 16 h. For work-up, 5 ml of 1M HCl were added, and, after phase separation, the solvent was removed. The enol ester obtained in this manner was, after chromatographic purification, taken up in 20 ml of acetonitrile, and 358 mg (3.53 mmol) of triethylamine were added. Eight drops of acetone cyanohydrin and a spatula tip of KCN were then added. The mixture was stirred at RT for 16 h and then concentrated. 20 ml of CH₂Cl₂ and then 5 ml of 1M HCl were added to the residue. After phase separation, the mixture was freed from the solvent. The residue was purified chromatographically, and 354 mg of pure product were isolated.

Preparation of 4-(4-chloro-3′-cyclopropylmethylthio-2-methylbenzoyl)-3-cyclopropyl-5-hydroxy-1-methylpyrazole (Example No. 1-1406) Step 1: Synthesis of methyl 4-chloro-3-(dimethylaminothiocarbonyloxy)-2-methylbenzoate

Under an atmosphere of nitrogen, 12.3 g (109.7 mmol) of 1,4-diazabicyclo[2.2.2]-octane and then 13.6 g (109.7 mmol) of dimethylaminothiocarbonyl chloride were added to 11.0 g (54.8 mmol) of methyl 4-chloro-3-hydroxy-2-methylbenzoate (synthesis described in DE 10039723) in 200 ml of DMF. The mixture was stirred at RT for 16 h and, for work-up, poured into ice-water. The product precipitated and was removed by filtration. The residue was washed with 1M HCl. This gave 14.7 g of pure product.

Step 2: Synthesis of methyl 4-chloro-3-(dimethylaminocarbonylthio)-2-methyl-benzoate

Under an atmosphere of nitrogen, 12.1 g (42.0 mmol) of methyl 4-chloro-3-(dimethylaminothiocarbonyloxy)-2-methylbenzoate in 30 ml of 1,3-dimethoxy-benzene were heated at 220° C. for 6 h. For work-up, the reaction mixture was cooled and concentrated under reduced pressure. After chromatographic purification of the residue, 5.2 g of pure product were isolated.

Step 3: Synthesis of 4-chloro-3-mercapto-2-methylbenzoic acid

6.61 g (purity 85% by weight, 100.1 mmol) of KOH were added to 4.80 g (16.7 mmol) of methyl 4-chloro-3-(dimethylaminocarbonylthio)-2-methylbenzoate in 150 ml of methanol, and the mixture was stirred under reflux for two days. The reaction mixture was freed from solvent, water was added to the residue, which was then acidified with 1M HCl, and the solid was collected by filtration. This gave 3.2 g of pure product.

Step 4: Synthesis of methyl 4-chloro-3-mercapto-2-methylbenzoate

Under an atmosphere of nitrogen, 3.60 g (17.8 mmol) of 4-chloro-3-mercapto-2-methylbenzoic acid in 50 ml of absolute methanol and 1 ml of concentrated sulfuric acid were heated under reflux for 17 h. The mixture was freed from solvent, and the residue was taken up in water. After two extractions with ethyl acetate, the combined organic phases were dried, filtered under an atmosphere of nitrogen and freed from the solvent. What was isolated were 3.2 g of pure product.

Step 5: Synthesis of methyl 4-chloro-3-cyclopropylmethylthio-2-methylbenzoate

1.66 g (5.09 mmol) of cesium carbonate in 20 ml of acetonitrile were added to 1.05 g (4.85 mmol) of methyl 4-chloro-3-mercapto-2-methylbenzoate. 687 mg (5.09 mmol) of cyclopropylmethyl bromide were slowly added dropwise, and the reaction mixture was stirred at RT for 16 h. For work-up, the solvent was removed, and water was added to the residue. The mixture was extracted three times with ethyl acetate, the combined organic phases were dried and filtered and the solvent was removed. What was isolated were 1.2 g of pure product.

Step 6: Synthesis of 4-chloro-3-cyclopropylmethylthio-2-methylbenzoic acid

3 ml of 20% strength aqueous sodium hydroxide solution were added to 1.20 g (4.43 mmol) of methyl 4-chloro-3-cyclopropylmethylthio-2-methylbenzoate in 30 ml of methanol, and the mixture was stirred at RT for 16 h. For work-up, the mixture was concentrated on a rotary evaporator, and the residue was taken up in water. The mixture was acidified with 1M HCl, and the product was then filtered off as a solid. This gave 1.1 g of pure product.

Step 7: Synthesis of 4-(4′-chloro-3′-cyclopropylmethylthio-2′-methylbenzoyl)-3-cyclopropyl-5-hydroxy-1-methylpyrazole

161 mg (1.17 mmol) of 3-cyclopropyl-5-hydroxy-1-methylpyrazole and a few drops of N,N-dimethylaminopyridine were added to 272 mg (1.06 mmol) of 4-chloro-3-cyclopropylmethylthio-2-methylbenzoic acid. 244 mg (1.27 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were added, and the mixture was stirred at RT for 16 h. For work-up, 3 ml of 1M HCl were added, and the organic phase was freed from the solvent. 214 mg (2.12 mmol) of triethylamine, 10 drops of acetone cyanohydrin and a spatula tip of KCN were added to the residue in 15 ml of acetonitrile. This reaction mixture was stirred at RT for 16 h and then freed from the solvent. 2 ml of 1M HCl were added to the residue in 15 ml of CH₂Cl₂. The organic phase was freed from the solvent, and the residue was then purified chromatographically. This gave 154 mg of pure product.

Preparation of 4-(4-chloro-3-cyclopropylmethylsulfonyl-2-methylbenzoyl)-3-cyclo-propyl-5-hydroxy-1-methylpyrazole (Example No. 1-1418)

128 mg (purity 70% by weight, 0.52 mmol) of meta-chloroperbenzoic acid were added to 78 mg (0.21 mmol) of 4-(4-chloro-3-cyclopropylmethylthio-2-methylbenzoyl)-3-cyclopropyl-5-hydroxy-1-methylpyrazole in 20 ml of CH₂Cl₂. This mixture was then stirred at RT for 5 h. For work-up, the mixture was washed with 10% strength aqueous sodium bisulfite solution. During this step, the pH of the aqueous phase was kept in the acidic range, otherwise the mixture was acidified with 1M HCl. Subsequently, after phase separation and after analytical confirmation of the absence of peroxides, the organic phase was dried, filtered and freed from the solvent. The residue was purified chromatographically, which gave 29.1 mg of pure product.

The examples given in the tables which follow were prepared analogously to the methods mentioned above, or can be obtained analogously to the methods mentioned above. These compounds are very particularly preferred.

The Abbreviations Used Denote:

-   Bu=Butyl Et=Ethyl Me=Methyl Pr=Propyl -   c=cyclo i=iso Ph=Phenyl

TABLE A Compounds according to the invention of the general formula (I) in which R¹ is methyl, R⁴ is hydrogen and q is zero

Physical data: No. X R³ n Y ¹H-NMR: δ[CDCl₃] 1-1 Cl c-Pr 0 SO₂Me 1-2 Cl CH₂-c-Pr 0 SO₂Me 1-3 Cl (CH₂)₂OMe 0 SO₂Me 8.23 (d, 1H), 7.51 (d, 1H), 3.64 (t, 2H), 3.62 (s, 3H), 3.49 (s, 3H), 3.29 (s, 3H), 3.24 (t, 2H), 0.91 (m, 1H), 0.76 (m, 2H), 0.44 (m, 2H) 1-4 Cl (CH₂)₃OMe 0 SO₂Me 1-5 Cl (CH₂)₂OEt 0 SO₂Me 1-6 Cl (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-7 Cl c-Pr 1 SO₂Me 1-8 Cl CH₂-c-Pr 1 SO₂Me 1-9 Cl (CH₂)₂OMe 1 SO₂Me 8.22 (d, 1H), 7.62 (d, 1H), 4.09-4.01 (m, 2H), 3.91-3.85 (m, 1H), 3.62 (s, 3H), 3.50- 3.42 (m, 7H), 0.92 (m, 1H), 0.78 (m, 2H), 0.47 (m, 2H) 1-10 Cl (CH₂)₃OMe 1 SO₂Me 1-11 Cl (CH₂)₂OEt 1 SO₂Me 1-12 Cl (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-13 Cl c-Pr 2 SO₂Me 1-14 Cl CH₂-c-Pr 2 SO₂Me 1-15 Cl (CH₂)₂OMe 2 SO₂Me 8.43 (d, 1H), 7.72 (d, 1H), 4.02 (t, 2H), 3.92 (t, 2H), 3.62 (ss, 6H), 3.29 (s, 3H), 0.92 (m, 1H), 0.78 (m, 2H), 0.65-0.42 (m, 2H) 1-16 Cl (CH₂)₃OMe 2 SO₂Me 1-17 Cl (CH₂)₂OEt 2 SO₂Me 1-18 Cl (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-19 Br c-Pr 0 SO₂Me 1-20 Br CH₂-c-Pr 0 SO₂Me 1-21 Br (CH₂)₂OMe 0 SO₂Me 1-22 Br (CH₂)₃OMe 0 SO₂Me 1-23 Br (CH₂)₂OEt 0 SO₂Me 1-24 Br (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-25 Br c-Pr 1 SO₂Me 1-26 Br CH₂-c-Pr 1 SO₂Me 1-27 Br (CH₂)₂OMe 1 SO₂Me 1-28 Br (CH₂)₃OMe 1 SO₂Me 1-29 Br (CH₂)₂OEt 1 SO₂Me 1-30 Br (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-31 Br c-Pr 2 SO₂Me 1-32 Br CH₂-c-Pr 2 SO₂Me 1-33 Br (CH₂)₂OMe 2 SO₂Me 1-34 Br (CH₂)₃OMe 2 SO₂Me 1-35 Br (CH₂)₂OEt 2 SO₂Me 1-36 Br (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-37 Me c-Pr 0 SO₂Me 1-38 Me CH₂-c-Pr 0 SO₂Me 8.17 (d, 1H), 7.47 (d, 1H), 3.62 (s, 3H), 3.48 (s, 3H), 2.83 (d, 2H), 2.67 (s, 3H), 1.02 (m, 1H), 0.90-0.82 (m, 1H), 0.77 (m, 2H), 0.57 (m, 2H), 0.48 (m, 2H), 0.23 (m, 2H) 1-39 Me (CH₂)₂OMe 0 SO₂Me 8.19 (d, 1H), 7.48 (d, 1H), 3.63-3.60 (s + t, 5H), 3.47 (s, 3H), 3.34 (s, 3H), 3.12 (t, 2H), 2.63 (s, 3H), 0.91-0.84 (m, 1H), 0.76 (m, 2H), 0.48 (m, 2H) 1-40 Me (CH₂)₃OMe 0 SO₂Me 8.17 (d, 1H), 7.47 (d, 1H), 3.61 (s, 3H), 3.47 (t, 2H), 3.46 (s, 3H), 3.32 (s, 3H), 2.96 (t, 2H), 2.64 (s, 3H), 1.92 (quint., 2H), 0.89-0.82 (m, 1H), 0.77 (m, 2H), 0.47 (m, 2H) 1-41 Me (CH₂)₂OEt 0 SO₂Me 8.18 (d, 1H), 7.48 (d, 1H), 3.62 (t, 2H), 3.61 (s, 3H), 3.48 (s, 3H), 3.47 (q, 2H), 3.10 (t, 2H), 2.65 (s, 3H), 1.18 (t, 3H), 0.86 (m, 1H), 0.77 (m, 2H), 0.48 (m, 2H) 1-42 Me (CH₂)₃OMe 0 SO₂Me 1-43 Me c-Pr 1 SO₂Me 1-44 Me CH₂-c-Pr 1 SO₂Me 1-45 Me (CH₂)₂OMe 1 SO₂Me 8.10 (d, 1H), 7.59 (d, 1H), 4.04-4.00 (m, 1H), 3.91- 3.86 (m, 1H), 3.75-3.45 (m, 2H), 3.61 (s, 3H), 3.43 (s, 3H), 3.38 (s, 3H), 2.78 (s, 3H), 0.90-0.71 (m, 3H), 0.56 (m, 1H), 0.43 (m, 1H), 1-46 Me (CH₂)₃OMe 1 SO₂Me 8.08 (d, 1H), 7.57 (d, 1H), 3.62-3.56 (m, 6H), 3.38- 3.25 (m, 1H), 3.37 (s, 3H), 3.35 (s, 3H), 2.81 (s, 3H), 2.28-2.16 (m, 2H), 0.90- 0.72 (m, 3H), 0.55 (m, 1H), 0.45 (m, 1H) 1-47 Me (CH₂)₂OEt 1 SO₂Me 8.11 (d, 1H), 7.57 (d, 1H), 4.02 (m, 1H), 3.92 (m, 1H), 3.66-3.53 (m, 4H), 3.60 (s, 3H), 3.38 (s, 3H), 2.78 (s, 3H), 1.22 (t, 3H), 0.90-0.72 (m, 3H), 0.55 (m, 1H), 0.45 (m, 1H) 1-48 Me (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-49 Me c-Pr 2 SO₂Me 1-50 Me CH₂-c-Pr 2 SO₂Me 8.37 (d, 1H), 7.67 (d, 1H), 3.65-3.61 (s + d, 5H), 3.57 (s, 3H), 2.80 (s, 3H), 1.30 (m, 1H), 0.88-0.70 (m, 5H), 0.52 (m, 2H), 0.42 (m, 2H) 1-51 Me (CH₂)₂OMe 2 SO₂Me 8.37 (d, 1H), 7.66 (d, 1H), 4.06-3.90 (m, 4H), 3.62 (s, 3H), 3.56 (s, 3H), 3.33 (s, 3H), 2.74 (s, 3H), 0.89-0.80 (m, 1H), 0.76 (m, 2H), 0.52 (m, 2H) 1-52 Me (CH₂)₃OMe 2 SO₂Me 8.37 (d, 1H), 7.67 (d, 1H), 3.71 (t, 2H), 3.61 (s, 3H), 3.57 (s + t, 5H), 3.33 (s, 3H), 2.73 (s, 3H), 2.27 (quint., 2H), 0.86-0.76 (m, 3H), 0.55-0.50 (m, 2H) 1-53 Me (CH₂)₂OEt 2 SO₂Me 8.36 (d, 1H), 7.67 (d, 1H), 4.02 (t, 2H), 3.92 (t, 2H), 3.61 (s, 3H), 3.56 (s, 3H), 3.50 (q, 2H), 2.76 (s, 3H), 1.10 (t, 3H), 0.85-0.75 (m, 3H), 0.52 (m, 2H) 1-54 Me (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-55 Et c-Pr 0 SO₂Me 1-56 Et CH₂-c-Pr 0 SO₂Me 1-57 Et (CH₂)₂OMe 0 SO₂Me 1-58 Et (CH₂)₃OMe 0 SO₂Me 1-59 Et (CH₂)₂OEt 0 SO₂Me 1-60 Et (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-61 Et c-Pr 1 SO₂Me 1-62 Et CH₂-c-Pr 1 SO₂Me 1-63 Et (CH₂)₂OMe 1 SO₂Me 1-64 Et (CH₂)₃OMe 1 SO₂Me 1-65 Et (CH₂)₂OEt 1 SO₂Me 1-66 Et (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-67 Et c-Pr 2 SO₂Me 1-68 Et CH₂-c-Pr 2 SO₂Me 1-69 Et (CH₂)₂OMe 2 SO₂Me 1-70 Et (CH₂)₃OMe 2 SO₂Me 1-71 Et (CH₂)₂OEt 2 SO₂Me 1-72 Et (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-73 CF₃ c-Pr 0 SO₂Me 1-74 CF₃ CH₂-c-Pr 0 SO₂Me 1-75 CF₃ (CH₂)₂OMe 0 SO₂Me 1-76 CF₃ (CH₂)₃OMe 0 SO₂Me 1-77 CF₃ (CH₂)₂OEt 0 SO₂Me 1-78 CF₃ (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-79 CF₃ c-Pr 1 SO₂Me 1-80 CF₃ CH₂-c-Pr 1 SO₂Me 1-81 CF₃ (CH₂)₂OMe 1 SO₂Me 1-82 CF₃ (CH₂)₃OMe 1 SO₂Me 1-83 CF₃ (CH₂)₂OEt 1 SO₂Me 1-84 CF₃ (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-85 CF₃ c-Pr 2 SO₂Me 1-86 CF₃ CH₂-c-Pr 2 SO₂Me 1-87 CF₃ (CH₂)₂OMe 2 SO₂Me 1-88 CF₃ (CH₂)₃OMe 2 SO₂Me 1-89 CF₃ (CH₂)₂OEt 2 SO₂Me 1-90 CF₃ (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-91 OMe c-Pr 0 SO₂Me 1-92 OMe CH₂-c-Pr 0 SO₂Me 1-93 OMe (CH₂)₂OMe 0 SO₂Me 1-94 OMe (CH₂)₃OMe 0 SO₂Me 1-95 OMe (CH₂)₂OEt 0 SO₂Me 1-96 OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-97 OMe c-Pr 1 SO₂Me 1-98 OMe CH₂-c-Pr 1 SO₂Me 1-99 OMe (CH₂)₂OMe 1 SO₂Me 1-100 OMe (CH₂)₃OMe 1 SO₂Me 1-101 OMe (CH₂)₂OEt 1 SO₂Me 1-102 OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-103 OMe c-Pr 2 SO₂Me 1-104 OMe CH₂-c-Pr 2 SO₂Me 1-105 OMe (CH₂)₂OMe 2 SO₂Me 1-106 OMe (CH₂)₃OMe 2 SO₂Me 1-107 OMe (CH₂)₂OEt 2 SO₂Me 1-108 OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-109 OEt c-Pr 0 SO₂Me 1-110 OEt CH₂-c-Pr 0 SO₂Me 1-111 OEt (CH₂)₂OMe 0 SO₂Me 1-112 OEt (CH₂)₃OMe 0 SO₂Me 1-113 OEt (CH₂)₂OEt 0 SO₂Me 1-114 OEt (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-115 OEt c-Pr 1 SO₂Me 1-116 OEt CH₂-c-Pr 1 SO₂Me 1-117 OEt (CH₂)₂OMe 1 SO₂Me 1-118 OEt (CH₂)₃OMe 1 SO₂Me 1-119 OEt (CH₂)₂OEt 1 SO₂Me 1-120 OEt (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-121 OEt c-Pr 2 SO₂Me 1-122 OEt CH₂-c-Pr 2 SO₂Me 1-123 OEt (CH₂)₂OMe 2 SO₂Me 1-124 OEt (CH₂)₃OMe 2 SO₂Me 1-125 OEt (CH₂)₂OEt 2 SO₂Me 1-126 OEt (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-127 NO₂ c-Pr 0 SO₂Me 1-128 NO₂ CH₂-c-Pr 0 SO₂Me 1-129 NO₂ (CH₂)₂OMe 0 SO₂Me 1-130 NO₂ (CH₂)₃OMe 0 SO₂Me 1-131 NO₂ (CH₂)₂OEt 0 SO₂Me 1-132 NO₂ (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-133 NO₂ c-Pr 1 SO₂Me 1-134 NO₂ CH₂-c-Pr 1 SO₂Me 1-135 NO₂ (CH₂)₂OMe 1 SO₂Me 1-136 NO₂ (CH₂)₃OMe 1 SO₂Me 1-137 NO₂ (CH₂)₂OEt 1 SO₂Me 1-138 NO₂ (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-139 NO₂ c-Pr 2 SO₂Me 1-140 NO₂ CH₂-c-Pr 2 SO₂Me 1-141 NO₂ (CH₂)₂OMe 2 SO₂Me 1-142 NO₂ (CH₂)₃OEt 2 SO₂Me 1-143 NO₂ (CH₂)₂OEt 2 SO₂Me 1-144 NO₂ (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-145 SO₂Me c-Pr 0 SO₂Me 1-146 SO₂Me CH₂-c-Pr 0 SO₂Me 1-147 SO₂Me (CH₂)₂OMe 0 SO₂Me 1-148 SO₂Me (CH₂)₃OMe 0 SO₂Me 1-149 SO₂Me (CH₂)₂OEt 0 SO₂Me 1-150 SO₂Me (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-151 SO₂Me c-Pr 1 SO₂Me 1-152 SO₂Me CH₂-c-Pr 1 SO₂Me 1-153 SO₂Me (CH₂)₂OMe 1 SO₂Me 1-154 SO₂Me (CH₂)₃OMe 1 SO₂Me 1-155 SO₂Me (CH₂)₂OEt 1 SO₂Me 1-156 SO₂Me (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-157 SO₂Me c-Pr 2 SO₂Me 1-158 SO₂Me CH₂-c-Pr 2 SO₂Me 1-159 SO₂Me (CH₂)₂OMe 2 SO₂Me 1-160 SO₂Me (CH₂)₃OMe 2 SO₂Me 1-161 SO₂Me (CH₂)₂OEt 2 SO₂Me 1-162 SO₂Me (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-163 CH₂OMe c-Pr 0 SO₂Me 1-164 CH₂OMe CH₂-c-Pr 0 SO₂Me 1-165 CH₂OMe (CH₂)₂OMe 0 SO₂Me 1-166 CH₂OMe (CH₂)₃OMe 0 SO₂Me 1-167 CH₂OMe (CH₂)₂OEt 0 SO₂Me 1-168 CH₂OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-169 CH₂OMe c-Pr 1 SO₂Me 1-170 CH₂OMe CH₂-c-Pr 1 SO₂Me 1-171 CH₂OMe (CH₂)₂OMe 1 SO₂Me 1-172 CH₂OMe (CH₂)₃OMe 1 SO₂Me 1-173 CH₂OMe (CH₂)₂OEt 1 SO₂Me 1-174 CH₂OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-175 CH₂OMe c-Pr 2 SO₂Me 1-176 CH₂OMe CH₂-c-Pr 2 SO₂Me 1-177 CH₂OMe (CH₂)₂OMe 2 SO₂Me 1-178 CH₂OMe (CH₂)₃OMe 2 SO₂Me 1-179 CH₂OMe (CH₂)₂OEt 2 SO₂Me 1-180 CH₂OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-181 CH₂SO₂Me c-Pr 0 SO₂Me 1-182 CH₂SO₂Me CH₂-c-Pr 0 SO₂Me 1-183 CH₂SO₂Me (CH₂)₂OMe 0 SO₂Me 1-184 CH₂SO₂Me (CH₂)₃OMe 0 SO₂Me 1-185 CH₂SO₂Me (CH₂)₂OEt 0 SO₂Me 1-186 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-187 CH₂SO₂Me c-Pr 1 SO₂Me 1-188 CH₂SO₂Me CH₂-c-Pr 1 SO₂Me 1-189 CH₂SO₂Me (CH₂)₂OMe 1 SO₂Me 1-190 CH₂SO₂Me (CH₂)₃OMe 1 SO₂Me 1-191 CH₂SO₂Me (CH₂)₂OEt 1 SO₂Me 1-192 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-193 CH₂SO₂Me c-Pr 2 SO₂Me 1-194 CH₂SO₂Me CH₂-c-Pr 2 SO₂Me 1-195 CH₂SO₂Me (CH₂)₂OMe 2 SO₂Me 1-196 CH₂SO₂Me (CH₂)₃OMe 2 SO₂Me 1-197 CH₂SO₂Me (CH₂)₂OEt 2 SO₂Me 1-198 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-199 CH₂O(CH₂)₂OMe c-Pr 0 SO₂Me 1-200 CH₂O(CH₂)₂OMe CH₂-c-Pr 0 SO₂Me 1-201 CH₂O(CH₂)₂OMe (CH₂)₂OMe 0 SO₂Me 1-202 CH₂O(CH₂)₂OMe (CH₂)₃OMe 0 SO₂Me 1-203 CH₂O(CH₂)₂OMe (CH₂)₂OEt 0 SO₂Me 1-204 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-205 CH₂O(CH₂)₂OMe c-Pr 1 SO₂Me 1-206 CH₂O(CH₂)₂OMe CH₂-c-Pr 1 SO₂Me 1-207 CH₂O(CH₂)₂OMe (CH₂)₂OMe 1 SO₂Me 1-208 CH₂O(CH₂)₂OMe (CH₂)₃OMe 1 SO₂Me 1-209 CH₂O(CH₂)₂OMe (CH₂)₂OEt 1 SO₂Me 1-210 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-211 CH₂O(CH₂)₂OMe c-Pr 2 SO₂Me 1-212 CH₂O(CH₂)₂OMe CH₂-c-Pr 2 SO₂Me 1-213 CH₂O(CH₂)₂OMe (CH₂)₂OMe 2 SO₂Me 1-214 CH₂O(CH₂)₂OMe (CH₂)₃OMe 2 SO₂Me 1-215 CH₂O(CH₂)₂OMe (CH₂)₂OEt 2 SO₂Me 1-216 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-217 CH₂O(CH₂)₂OEt c-Pr 0 SO₂Me 1-218 CH₂O(CH₂)₂OEt CH₂-c-Pr 0 SO₂Me 1-219 CH₂O(CH₂)₂OEt (CH₂)₂OMe 0 SO₂Me 1-220 CH₂O(CH₂)₂OEt (CH₂)₃OMe 0 SO₂Me 1-221 CH₂O(CH₂)₂OEt (CH₂)₂OEt 0 SO₂Me 1-222 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-223 CH₂O(CH₂)₂OEt c-Pr 1 SO₂Me 1-224 CH₂O(CH₂)₂OEt CH₂-c-Pr 1 SO₂Me 1-225 CH₂O(CH₂)₂OEt (CH₂)₂OMe 1 SO₂Me 1-226 CH₂O(CH₂)₂OEt (CH₂)₃OMe 1 SO₂Me 1-227 CH₂O(CH₂)₂OEt (CH₂)₂OEt 1 SO₂Me 1-228 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-229 CH₂O(CH₂)₂OEt c-Pr 2 SO₂Me 1-230 CH₂O(CH₂)₂OEt CH₂-c-Pr 2 SO₂Me 1-231 CH₂O(CH₂)₂OEt (CH₂)₂OMe 2 SO₂Me 1-232 CH₂O(CH₂)₂OEt (CH₂)₃OMe 2 SO₂Me 1-233 CH₂O(CH₂)₂OEt (CH₂)₂OEt 2 SO₂Me 1-234 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-235 CH₂O(CH₂)₃OMe c-Pr 0 SO₂Me 1-236 CH₂O(CH₂)₃OMe CH₂-c-Pr 0 SO₂Me 1-237 CH₂O(CH₂)₃OMe (CH₂)₂OMe 0 SO₂Me 1-238 CH₂O(CH₂)₃OMe (CH₂)₃OMe 0 SO₂Me 1-239 CH₂O(CH₂)₃OMe (CH₂)₂OEt 0 SO₂Me 1-240 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-241 CH₂O(CH₂)₃OMe c-Pr 1 SO₂Me 1-242 CH₂O(CH₂)₃OMe CH₂-c-Pr 1 SO₂Me 1-243 CH₂O(CH₂)₃OMe (CH₂)₂OMe 1 SO₂Me 1-244 CH₂O(CH₂)₃OMe (CH₂)₃OMe 1 SO₂Me 1-245 CH₂O(CH₂)₃OMe (CH₂)₂OEt 1 SO₂Me 1-246 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-247 CH₂O(CH₂)₃OMe c-Pr 2 SO₂Me 1-248 CH₂O(CH₂)₃OMe CH₂-c-Pr 2 SO₂Me 1-249 CH₂O(CH₂)₃OMe (CH₂)₂OMe 2 SO₂Me 1-250 CH₂O(CH₂)₃OMe (CH₂)₃OMe 2 SO₂Me 1-251 CH₂O(CH₂)₃OMe (CH₂)₂OEt 2 SO₂Me 1-252 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-253 CH₂OCH₂OMe c-Pr 0 SO₂Me 1-254 CH₂OCH₂OMe CH₂-c-Pr 0 SO₂Me 1-255 CH₂OCH₂OMe (CH₂)₂OMe 0 SO₂Me 1-256 CH₂OCH₂OMe (CH₂)₃OMe 0 SO₂Me 1-257 CH₂OCH₂OMe (CH₂)₂OEt 0 SO₂Me 1-258 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-259 CH₂OCH₂OMe c-Pr 1 SO₂Me 1-260 CH₂OCH₂OMe CH₂-c-Pr 1 SO₂Me 1-261 CH₂OCH₂OMe (CH₂)₂OMe 1 SO₂Me 1-262 CH₂OCH₂OMe (CH₂)₃OMe 1 SO₂Me 1-263 CH₂OCH₂OMe (CH₂)₂OEt 1 SO₂Me 1-264 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-265 CH₂OCH₂OMe c-Pr 2 SO₂Me 1-266 CH₂OCH₂OMe CH₂-c-Pr 2 SO₂Me 1-267 CH₂OCH₂OMe (CH₂)₂OMe 2 SO₂Me 1-268 CH₂OCH₂OMe (CH₂)₃OMe 2 SO₂Me 1-269 CH₂OCH₂OMe (CH₂)₂OEt 2 SO₂Me 1-270 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-271 CH₂OCH₂OEt c-Pr 0 SO₂Me 1-272 CH₂OCH₂OEt CH₂-c-Pr 0 SO₂Me 1-273 CH₂OCH₂OEt (CH₂)₂OMe 0 SO₂Me 1-274 CH₂OCH₂OEt (CH₂)₃OMe 0 SO₂Me 1-275 CH₂OCH₂OEt (CH₂)₂OEt 0 SO₂Me 1-276 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-277 CH₂OCH₂OEt c-Pr 1 SO₂Me 1-278 CH₂OCH₂OEt CH₂-c-Pr 1 SO₂Me 1-279 CH₂OCH₂OEt (CH₂)₂OMe 1 SO₂Me 1-280 CH₂OCH₂OEt (CH₂)₃OMe 1 SO₂Me 1-281 CH₂OCH₂OEt (CH₂)₂OEt 1 SO₂Me 1-282 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-283 CH₂OCH₂OEt c-Pr 2 SO₂Me 1-284 CH₂OCH₂OEt CH₂-c-Pr 2 SO₂Me 1-285 CH₂OCH₂OEt (CH₂)₂OMe 2 SO₂Me 1-286 CH₂OCH₂OEt (CH₂)₃OMe 2 SO₂Me 1-287 CH₂OCH₂OEt (CH₂)₂OEt 2 SO₂Me 1-288 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-289 CH₂O(CH₂)₂SO₂Me c-Pr 0 SO₂Me 1-290 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 0 SO₂Me 1-291 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 0 SO₂Me 1-292 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 0 SO₂Me 1-293 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 0 SO₂Me 1-294 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-295 CH₂O(CH₂)₂SO₂Me c-Pr 1 SO₂Me 1-296 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 1 SO₂Me 1-297 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 1 SO₂Me 1-298 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 1 SO₂Me 1-299 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 1 SO₂Me 1-300 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-301 CH₂O(CH₂)₂SO₂Me c-Pr 2 SO₂Me 1-302 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 2 SO₂Me 1-303 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 2 SO₂Me 1-304 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 2 SO₂Me 1-305 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 2 SO₂Me 1-306 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-307 CH₂SO₂(CH₂)₂OMe c-Pr 0 SO₂Me 1-308 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 0 SO₂Me 1-309 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 0 SO₂Me 1-310 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 0 SO₂Me 1-311 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 0 SO₂Me 1-312 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-313 CH₂SO₂(CH₂)₂OMe c-Pr 1 SO₂Me 1-314 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 1 SO₂Me 1-315 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 1 SO₂Me 1-316 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 1 SO₂Me 1-317 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 1 SO₂Me 1-318 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-319 CH₂SO₂(CH₂)₂OMe c-Pr 2 SO₂Me 1-320 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 2 SO₂Me 1-321 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 2 SO₂Me 1-322 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 2 SO₂Me 1-323 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 2 SO₂Me 1-324 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-325 CH₂SO₂(CH₂)₂SO₂Me c-Pr 0 SO₂Me 1-326 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 0 SO₂Me 1-327 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 0 SO₂Me 1-328 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 0 SO₂Me 1-329 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 0 SO₂Me 1-330 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 SO₂Me 1-331 CH₂SO₂(CH₂)₂SO₂Me c-Pr 1 SO₂Me 1-332 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 1 SO₂Me 1-333 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 1 SO₂Me 1-334 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 1 SO₂Me 1-335 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 1 SO₂Me 1-336 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 SO₂Me 1-337 CH₂SO₂(CH₂)₂SO₂Me c-Pr 2 SO₂Me 1-338 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 2 SO₂Me 1-339 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 2 SO₂Me 1-340 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 2 SO₂Me 1-341 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 2 SO₂Me 1-342 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 SO₂Me 1-343 Cl c-Pr 0 SO₂Et 1-344 Cl CH₂-c-Pr 0 SO₂Et 1-345 Cl (CH₂)₂OMe 0 SO₂Et 1-346 Cl (CH₂)₃OMe 0 SO₂Et 1-347 Cl (CH₂)₂OEt 0 SO₂Et 1-348 Cl (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-349 Cl c-Pr 1 SO₂Et 1-350 Cl CH₂-c-Pr 1 SO₂Et 1-351 Cl (CH₂)₂OMe 1 SO₂Et 1-352 Cl (CH₂)₃OMe 1 SO₂Et 1-353 Cl (CH₂)₂OEt 1 SO₂Et 1-354 Cl (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-355 Cl c-Pr 2 SO₂Et 1-356 Cl CH₂-c-Pr 2 SO₂Et 1-357 Cl (CH₂)₂OMe 2 SO₂Et 1-358 Cl (CH₂)₃OMe 2 SO₂Et 1-359 Cl (CH₂)₂OEt 2 SO₂Et 1-360 Cl (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-361 Br c-Pr 0 SO₂Et 1-362 Br CH₂-c-Pr 0 SO₂Et 1-363 Br (CH₂)₂OMe 0 SO₂Et 1-364 Br (CH₂)₃OMe 0 SO₂Et 1-365 Br (CH₂)₂OEt 0 SO₂Et 1-366 Br (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-367 Br c-Pr 1 SO₂Et 1-368 Br CH₂-c-Pr 1 SO₂Et 1-369 Br (CH₂)₂OMe 1 SO₂Et 1-370 Br (CH₂)₃OMe 1 SO₂Et 1-371 Br (CH₂)₂OEt 1 SO₂Et 1-372 Br (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-373 Br c-Pr 2 SO₂Et 1-374 Br CH₂-c-Pr 2 SO₂Et 1-375 Br (CH₂)₂OMe 2 SO₂Et 1-376 Br (CH₂)₃OMe 2 SO₂Et 1-377 Br (CH₂)₂OEt 2 SO₂Et 1-378 Br (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-379 Me c-Pr 0 SO₂Et 1-380 Me CH₂-c-Pr 0 SO₂Et 1-381 Me (CH₂)₂OMe 0 SO₂Et 1-382 Me (CH₂)₃OMe 0 SO₂Et 1-383 Me (CH₂)₂OEt 0 SO₂Et 1-384 Me (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-385 Me c-Pr 1 SO₂Et 1-386 Me CH₂-c-Pr 1 SO₂Et 1-387 Me (CH₂)₂OMe 1 SO₂Et 1-388 Me (CH₂)₃OMe 1 SO₂Et 1-389 Me (CH₂)₂OEt 1 SO₂Et 1-390 Me (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-391 Me c-Pr 2 SO₂Et 1-392 Me CH₂-c-Pr 2 SO₂Et 1-393 Me (CH₂)₂OMe 2 SO₂Et 8.30 (d, 1H), 7.64 (d, 1H), 4.02-3.87 (m, 4H), 3.81 (q, 2H), 3.62 (s, 3H), 3.33 (s, 3H), 2.77 (s, 3H), 1.37 (t, 3H), 0.86-0.70 (m, 3H), 0.55-0.44 (m, 2H) 1-394 Me (CH₂)₃OMe 2 SO₂Et 1-395 Me (CH₂)₂OEt 2 SO₂Et 1-396 Me (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-397 Et c-Pr 0 SO₂Et 1-398 Et CH₂-c-Pr 0 SO₂Et 1-399 Et (CH₂)₂OMe 0 SO₂Et 1-400 Et (CH₂)₃OMe 0 SO₂Et 1-401 Et (CH₂)₂OEt 0 SO₂Et 1-402 Et (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-403 Et c-Pr 1 SO₂Et 1-404 Et CH₂-c-Pr 1 SO₂Et 1-405 Et (CH₂)₂OMe 1 SO₂Et 1-406 Et (CH₂)₃OMe 1 SO₂Et 1-407 Et (CH₂)₂OEt 1 SO₂Et 1-408 Et (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-409 Et c-Pr 2 SO₂Et 1-410 Et CH₂-c-Pr 2 SO₂Et 1-411 Et (CH₂)₂OMe 2 SO₂Et 1-412 Et (CH₂)₃OMe 2 SO₂Et 1-413 Et (CH₂)₂OEt 2 SO₂Et 1-414 Et (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-415 CF₃ c-Pr 0 SO₂Et 1-416 CF₃ CH₂-c-Pr 0 SO₂Et 1-417 CF₃ (CH₂)₂OMe 0 SO₂Et 1-418 CF₃ (CH₂)₃OMe 0 SO₂Et 1-419 CF₃ (CH₂)₂OEt 0 SO₂Et 1-420 CF₃ (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-421 CF₃ c-Pr 1 SO₂Et 1-422 CF₃ CH₂-c-Pr 1 SO₂Et 1-423 CF₃ (CH₂)₂OMe 1 SO₂Et 1-424 CF₃ (CH₂)₃OMe 1 SO₂Et 1-425 CF₃ (CH₂)₂OEt 1 SO₂Et 1-426 CF₃ (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-427 CF₃ c-Pr 2 SO₂Et 1-428 CF₃ CH₂-c-Pr 2 SO₂Et 1-429 CF₃ (CH₂)₂OMe 2 SO₂Et 1-430 CF₃ (CH₂)₃OMe 2 SO₂Et 1-431 CF₃ (CH₂)₂OEt 2 SO₂Et 1-432 CF₃ (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-433 OMe c-Pr 0 SO₂Et 1-434 OMe CH₂-c-Pr 0 SO₂Et 1-435 OMe (CH₂)₂OMe 0 SO₂Et 1-436 OMe (CH₂)₃OMe 0 SO₂Et 1-437 OMe (CH₂)₂OEt 0 SO₂Et 1-438 OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-439 OMe c-Pr 1 SO₂Et 1-440 OMe CH₂-c-Pr 1 SO₂Et 1-441 OMe (CH₂)₂OMe 1 SO₂Et 1-442 OMe (CH₂)₃OMe 1 SO₂Et 1-443 OMe (CH₂)₂OEt 1 SO₂Et 1-444 OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-445 OMe c-Pr 2 SO₂Et 1-446 OMe CH₂-c-Pr 2 SO₂Et 1-447 OMe (CH₂)₂OMe 2 SO₂Et 1-448 OMe (CH₂)₃OMe 2 SO₂Et 1-449 OMe (CH₂)₂OEt 2 SO₂Et 1-450 OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-451 OEt c-Pr 0 SO₂Et 1-452 OEt CH₂-c-Pr 0 SO₂Et 1-453 OEt (CH₂)₂OMe 0 SO₂Et 1-454 OEt (CH₂)₃OMe 0 SO₂Et 1-455 OEt (CH₂)₂OEt 0 SO₂Et 1-456 OEt (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-457 OEt c-Pr 1 SO₂Et 1-458 OEt CH₂-c-Pr 1 SO₂Et 1-459 OEt (CH₂)₂OMe 1 SO₂Et 1-460 OEt (CH₂)₃OMe 1 SO₂Et 1-461 OEt (CH₂)₂OEt 1 SO₂Et 1-462 OEt (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-463 OEt c-Pr 2 SO₂Et 1-464 OEt CH₂-c-Pr 2 SO₂Et 1-465 OEt (CH₂)₂OMe 2 SO₂Et 1-466 OEt (CH₂)₃OMe 2 SO₂Et 1-467 OEt (CH₂)₂OEt 2 SO₂Et 1-468 OEt (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-469 NO₂ c-Pr 0 SO₂Et 1-470 NO₂ CH₂-c-Pr 0 SO₂Et 1-471 NO₂ (CH₂)₂OMe 0 SO₂Et 1-472 NO₂ (CH₂)₃OMe 0 SO₂Et 1-473 NO₂ (CH₂)₂OEt 0 SO₂Et 1-474 NO₂ (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-475 NO₂ c-Pr 1 SO₂Et 1-476 NO₂ CH₂-c-Pr 1 SO₂Et 1-477 NO₂ (CH₂)₂OMe 1 SO₂Et 1-478 NO₂ (CH₂)₃OMe 1 SO₂Et 1-479 NO₂ (CH₂)₂OEt 1 SO₂Et 1-480 NO₂ (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-481 NO₂ c-Pr 2 SO₂Et 1-482 NO₂ CH₂-c-Pr 2 SO₂Et 1-483 NO₂ (CH₂)₂OMe 2 SO₂Et 1-484 NO₂ (CH₂)₃OMe 2 SO₂Et 1-485 NO₂ (CH₂)₂OEt 2 SO₂Et 1-486 NO₂ (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-487 SO₂Me c-Pr 0 SO₂Et 1-488 SO₂Me CH₂-c-Pr 0 SO₂Et 1-489 SO₂Me (CH₂)₂OMe 0 SO₂Et 1-490 SO₂Me (CH₂)₃OMe 0 SO₂Et 1-491 SO₂Me (CH₂)₂OEt 0 SO₂Et 1-492 SO₂Me (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-493 SO₂Me c-Pr 1 SO₂Et 1-494 SO₂Me CH₂-c-Pr 1 SO₂Et 1-495 SO₂Me (CH₂)₂OMe 1 SO₂Et 1-496 SO₂Me (CH₂)₃OMe 1 SO₂Et 1-497 SO₂Me (CH₂)₂OEt 1 SO₂Et 1-498 SO₂Me (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-499 SO₂Me c-Pr 2 SO₂Et 1-500 SO₂Me CH₂-c-Pr 2 SO₂Et 1-501 SO₂Me (CH₂)₂OMe 2 SO₂Et 1-502 SO₂Me (CH₂)₃OMe 2 SO₂Et 1-503 SO₂Me (CH₂)₂OEt 2 SO₂Et 1-504 SO₂Me (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-505 CH₂OMe c-Pr 0 SO₂Et 1-506 CH₂OMe CH₂-c-Pr 0 SO₂Et 1-507 CH₂OMe (CH₂)₂OMe 0 SO₂Et 1-508 CH₂OMe (CH₂)₃OMe 0 SO₂Et 1-509 CH₂OMe (CH₂)₂OEt 0 SO₂Et 1-510 CH₂OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-511 CH₂OMe c-Pr 1 SO₂Et 1-512 CH₂OMe CH₂-c-Pr 1 SO₂Et 1-513 CH₂OMe (CH₂)₂OMe 1 SO₂Et 1-514 CH₂OMe (CH₂)₃OMe 1 SO₂Et 1-515 CH₂OMe (CH₂)₂OEt 1 SO₂Et 1-516 CH₂OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-517 CH₂OMe c-Pr 2 SO₂Et 1-518 CH₂OMe CH₂-c-Pr 2 SO₂Et 1-519 CH₂OMe (CH₂)₂OMe 2 SO₂Et 1-520 CH₂OMe (CH₂)₃OMe 2 SO₂Et 1-521 CH₂OMe (CH₂)₂OEt 2 SO₂Et 1-522 CH₂OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-523 CH₂SO₂Me c-Pr 0 SO₂Et 1-524 CH₂SO₂Me CH₂-c-Pr 0 SO₂Et 1-525 CH₂SO₂Me (CH₂)₂OMe 0 SO₂Et 1-526 CH₂SO₂Me (CH₂)₃OMe 0 SO₂Et 1-527 CH₂SO₂Me (CH₂)₂OEt 0 SO₂Et 1-528 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-529 CH₂SO₂Me c-Pr 1 SO₂Et 1-530 CH₂SO₂Me CH₂-c-Pr 1 SO₂Et 1-531 CH₂SO₂Me (CH₂)₂OMe 1 SO₂Et 1-532 CH₂SO₂Me (CH₂)₃OMe 1 SO₂Et 1-533 CH₂SO₂Me (CH₂)₂OEt 1 SO₂Et 1-534 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-535 CH₂SO₂Me c-Pr 2 SO₂Et 1-536 CH₂SO₂Me CH₂-c-Pr 2 SO₂Et 1-537 CH₂SO₂Me (CH₂)₂OMe 2 SO₂Et 1-538 CH₂SO₂Me (CH₂)₃OMe 2 SO₂Et 1-539 CH₂SO₂Me (CH₂)₂OEt 2 SO₂Et 1-540 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-541 CH₂O(CH₂)₂OMe c-Pr 0 SO₂Et 1-542 CH₂O(CH₂)₂OMe CH₂-c-Pr 0 SO₂Et 1-543 CH₂O(CH₂)₂OMe (CH₂)₂OMe 0 SO₂Et 1-544 CH₂O(CH₂)₂OMe (CH₂)₃OMe 0 SO₂Et 1-545 CH₂O(CH₂)₂OMe (CH₂)₂OEt 0 SO₂Et 1-546 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-547 CH₂O(CH₂)₂OMe c-Pr 1 SO₂Et 1-548 CH₂O(CH₂)₂OMe CH₂-c-Pr 1 SO₂Et 1-549 CH₂O(CH₂)₂OMe (CH₂)₂OMe 1 SO₂Et 1-550 CH₂O(CH₂)₂OMe (CH₂)₃OMe 1 SO₂Et 1-551 CH₂O(CH₂)₂OMe (CH₂)₂OEt 1 SO₂Et 1-552 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-553 CH₂O(CH₂)₂OMe c-Pr 2 SO₂Et 1-554 CH₂O(CH₂)₂OMe CH₂-c-Pr 2 SO₂Et 1-555 CH₂O(CH₂)₂OMe (CH₂)₂OMe 2 SO₂Et 1-556 CH₂O(CH₂)₂OMe (CH₂)₃OMe 2 SO₂Et 1-557 CH₂O(CH₂)₂OMe (CH₂)₂OEt 2 SO₂Et 1-558 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-559 CH₂O(CH₂)₂OEt c-Pr 0 SO₂Et 1-560 CH₂O(CH₂)₂OEt CH₂-c-Pr 0 SO₂Et 1-561 CH₂O(CH₂)₂OEt (CH₂)₂OMe 0 SO₂Et 1-562 CH₂O(CH₂)₂OEt (CH₂)₃OMe 0 SO₂Et 1-563 CH₂O(CH₂)₂OEt (CH₂)₂OEt 0 SO₂Et 1-564 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-565 CH₂O(CH₂)₂OEt c-Pr 1 SO₂Et 1-566 CH₂O(CH₂)₂OEt CH₂-c-Pr 1 SO₂Et 1-567 CH₂O(CH₂)₂OEt (CH₂)₂OMe 1 SO₂Et 1-568 CH₂O(CH₂)₂OEt (CH₂)₃OMe 1 SO₂Et 1-569 CH₂O(CH₂)₂OEt (CH₂)₂OEt 1 SO₂Et 1-570 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-571 CH₂O(CH₂)₂OEt c-Pr 2 SO₂Et 1-572 CH₂O(CH₂)₂OEt CH₂-c-Pr 2 SO₂Et 1-573 CH₂O(CH₂)₂OEt (CH₂)₂OMe 2 SO₂Et 1-574 CH₂O(CH₂)₂OEt (CH₂)₃OMe 2 SO₂Et 1-575 CH₂O(CH₂)₂OEt (CH₂)₂OEt 2 SO₂Et 1-576 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-577 CH₂O(CH₂)₃OMe c-Pr 0 SO₂Et 1-578 CH₂O(CH₂)₃OMe CH₂-c-Pr 0 SO₂Et 1-579 CH₂O(CH₂)₃OMe (CH₂)₂OMe 0 SO₂Et 1-580 CH₂O(CH₂)₃OMe (CH₂)₃OMe 0 SO₂Et 1-581 CH₂O(CH₂)₃OMe (CH₂)₂OEt 0 SO₂Et 1-582 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-583 CH₂O(CH₂)₃OMe c-Pr 1 SO₂Et 1-584 CH₂O(CH₂)₃OMe CH₂-c-Pr 1 SO₂Et 1-585 CH₂O(CH₂)₃OMe (CH₂)₂OMe 1 SO₂Et 1-586 CH₂O(CH₂)₃OMe (CH₂)₃OMe 1 SO₂Et 1-587 CH₂O(CH₂)₃OMe (CH₂)₂OEt 1 SO₂Et 1-588 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-589 CH₂O(CH₂)₃OMe c-Pr 2 SO₂Et 1-590 CH₂O(CH₂)₃OMe CH₂-c-Pr 2 SO₂Et 1-591 CH₂O(CH₂)₃OMe (CH₂)₂OMe 2 SO₂Et 1-592 CH₂O(CH₂)₃OMe (CH₂)₃OMe 2 SO₂Et 1-593 CH₂O(CH₂)₃OMe (CH₂)₂OEt 2 SO₂Et 1-594 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-595 CH₂OCH₂OMe c-Pr 0 SO₂Et 1-596 CH₂OCH₂OMe CH₂-c-Pr 0 SO₂Et 1-597 CH₂OCH₂OMe (CH₂)₂OMe 0 SO₂Et 1-598 CH₂OCH₂OMe (CH₂)₃OMe 0 SO₂Et 1-599 CH₂OCH₂OMe (CH₂)₂OEt 0 SO₂Et 1-600 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-601 CH₂OCH₂OMe c-Pr 1 SO₂Et 1-602 CH₂OCH₂OMe CH₂-c-Pr 1 SO₂Et 1-603 CH₂OCH₂OMe (CH₂)₂OMe 1 SO₂Et 1-604 CH₂OCH₂OMe (CH₂)₃OMe 1 SO₂Et 1-605 CH₂OCH₂OMe (CH₂)₂OEt 1 SO₂Et 1-606 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-607 CH₂OCH₂OMe c-Pr 2 SO₂Et 1-608 CH₂OCH₂OMe CH₂-c-Pr 2 SO₂Et 1-609 CH₂OCH₂OMe (CH₂)₂OMe 2 SO₂Et 1-610 CH₂OCH₂OMe (CH₂)₃OMe 2 SO₂Et 1-611 CH₂OCH₂OMe (CH₂)₂OEt 2 SO₂Et 1-612 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-613 CH₂OCH₂OEt c-Pr 0 SO₂Et 1-614 CH₂OCH₂OEt CH₂-c-Pr 0 SO₂Et 1-615 CH₂OCH₂OEt (CH₂)₂OMe 0 SO₂Et 1-616 CH₂OCH₂OEt (CH₂)₃OMe 0 SO₂Et 1-617 CH₂OCH₂OEt (CH₂)₂OEt 0 SO₂Et 1-618 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-619 CH₂OCH₂OEt c-Pr 1 SO₂Et 1-620 CH₂OCH₂OEt CH₂-c-Pr 1 SO₂Et 1-621 CH₂OCH₂OEt (CH₂)₂OMe 1 SO₂Et 1-622 CH₂OCH₂OEt (CH₂)₃OMe 1 SO₂Et 1-623 CH₂OCH₂OEt (CH₂)₂OEt 1 SO₂Et 1-624 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-625 CH₂OCH₂OEt c-Pr 2 SO₂Et 1-626 CH₂OCH₂OEt CH₂-c-Pr 2 SO₂Et 1-627 CH₂OCH₂OEt (CH₂)₂OMe 2 SO₂Et 1-628 CH₂OCH₂OEt (CH₂)₃OMe 2 SO₂Et 1-629 CH₂OCH₂OEt (CH₂)₂OEt 2 SO₂Et 1-630 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-631 CH₂O(CH₂)₂SO₂Me c-Pr 0 SO₂Et 1-632 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 0 SO₂Et 1-633 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 0 SO₂Et 1-634 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 0 SO₂Et 1-635 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 0 SO₂Et 1-636 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-637 CH₂O(CH₂)₂SO₂Me c-Pr 1 SO₂Et 1-638 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 1 SO₂Et 1-639 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 1 SO₂Et 1-640 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 1 SO₂Et 1-641 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 1 SO₂Et 1-642 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-643 CH₂O(CH₂)₂SO₂Me c-Pr 2 SO₂Et 1-644 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 2 SO₂Et 1-645 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 2 SO₂Et 1-646 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 2 SO₂Et 1-647 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 2 SO₂Et 1-648 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-649 CH₂SO₂(CH₂)₂OMe c-Pr 0 SO₂Et 1-650 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 0 SO₂Et 1-651 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 0 SO₂Et 1-652 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 0 SO₂Et 1-653 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 0 SO₂Et 1-654 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-655 CH₂SO₂(CH₂)₂OMe c-Pr 1 SO₂Et 1-656 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 1 SO₂Et 1-657 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 1 SO₂Et 1-658 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 1 SO₂Et 1-659 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 1 SO₂Et 1-660 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-661 CH₂SO₂(CH₂)₂OMe c-Pr 2 SO₂Et 1-662 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 2 SO₂Et 1-663 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 2 SO₂Et 1-664 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 2 SO₂Et 1-665 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 2 SO₂Et 1-666 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-667 CH₂SO₂(CH₂)₂SO₂Me c-Pr 0 SO₂Et 1-668 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 0 SO₂Et 1-669 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 0 SO₂Et 1-670 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 0 SO₂Et 1-671 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 0 SO₂Et 1-672 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 SO₂Et 1-673 CH₂SO₂(CH₂)₂SO₂Me c-Pr 1 SO₂Et 1-674 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 1 SO₂Et 1-675 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 1 SO₂Et 1-676 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 1 SO₂Et 1-677 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 1 SO₂Et 1-678 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 SO₂Et 1-679 CH₂SO₂(CH₂)₂SO₂Me c-Pr 2 SO₂Et 1-680 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 2 SO₂Et 1-681 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 2 SO₂Et 1-682 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 2 SO₂Et 1-683 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 2 SO₂Et 1-684 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 SO₂Et 1-685 Cl c-Pr 0 OMe 1-686 Cl CH₂-c-Pr 0 OMe 1-687 Cl (CH₂)₂OMe 0 OMe 1-688 Cl (CH₂)₃OMe 0 OMe 1-689 Cl (CH₂)₂OEt 0 OMe 1-690 Cl (CH₂)₂OCH₂-c-Pr 0 OMe 1-691 Cl c-Pr 1 OMe 1-692 Cl CH₂-c-Pr 1 OMe 1-693 Cl (CH₂)₂OMe 1 OMe 1-694 Cl (CH₂)₃OMe 1 OMe 1-695 Cl (CH₂)₂OEt 1 OMe 1-696 Cl (CH₂)₂OCH₂-c-Pr 1 OMe 1-697 Cl c-Pr 2 OMe 1-698 Cl CH₂-c-Pr 2 OMe 1-699 Cl (CH₂)₂OMe 2 OMe 1-700 Cl (CH₂)₃OMe 2 OMe 1-701 Cl (CH₂)₂OEt 2 OMe 1-702 Cl (CH₂)₂OCH₂-c-Pr 2 OMe 1-703 Br c-Pr 0 OMe 1-704 Br CH₂-c-Pr 0 OMe 1-705 Br (CH₂)₂OMe 0 OMe 1-706 Br (CH₂)₃OMe 0 OMe 1-707 Br (CH₂)₂OEt 0 OMe 1-708 Br (CH₂)₂OCH₂-c-Pr 0 OMe 1-709 Br c-Pr 1 OMe 1-710 Br CH₂-c-Pr 1 OMe 1-711 Br (CH₂)₂OMe 1 OMe 1-712 Br (CH₂)₃OMe 1 OMe 1-713 Br (CH₂)₂OEt 1 OMe 1-714 Br (CH₂)₂OCH₂-c-Pr 1 OMe 1-715 Br c-Pr 2 OMe 1-716 Br CH₂-c-Pr 2 OMe 1-717 Br (CH₂)₂OMe 2 OMe 1-718 Br (CH₂)₃OMe 2 OMe 1-719 Br (CH₂)₂OEt 2 OMe 1-720 Br (CH₂)₂OCH₂-c-Pr 2 OMe 1-721 Me c-Pr 0 OMe 1-722 Me CH₂-c-Pr 0 OMe 1-723 Me (CH₂)₂OMe 0 OMe 1-724 Me (CH₂)₃OMe 0 OMe 1-725 Me (CH₂)₂OEt 0 OMe 1-726 Me (CH₂)₂OCH₂-c-Pr 0 OMe 1-727 Me c-Pr 1 OMe 1-728 Me CH₂-c-Pr 1 OMe 1-729 Me (CH₂)₂OMe 1 OMe 1-730 Me (CH₂)₃OMe 1 OMe 1-731 Me (CH₂)₂OEt 1 OMe 1-732 Me (CH₂)₂OCH₂-c-Pr 1 OMe 1-733 Me c-Pr 2 OMe 1-734 Me CH₂-c-Pr 2 OMe 1-735 Me (CH₂)₂OMe 2 OMe 1-736 Me (CH₂)₃OMe 2 OMe 1-737 Me (CH₂)₂OEt 2 OMe 1-738 Me (CH₂)₂OCH₂-c-Pr 2 OMe 1-739 Et c-Pr 0 OMe 1-740 Et CH₂-c-Pr 0 OMe 1-741 Et (CH₂)₂OMe 0 OMe 1-742 Et (CH₂)₃OMe 0 OMe 1-743 Et (CH₂)₂OEt 0 OMe 1-744 Et (CH₂)₂OCH₂-c-Pr 0 OMe 1-745 Et c-Pr 1 OMe 1-746 Et CH₂-c-Pr 1 OMe 1-747 Et (CH₂)₂OMe 1 OMe 1-748 Et (CH₂)₃OMe 1 OMe 1-749 Et (CH₂)₂OEt 1 OMe 1-750 Et (CH₂)₂OCH₂-c-Pr 1 OMe 1-751 Et c-Pr 2 OMe 1-752 Et CH₂-c-Pr 2 OMe 1-753 Et (CH₂)₂OMe 2 OMe 1-754 Et (CH₂)₃OMe 2 OMe 1-755 Et (CH₂)₂OEt 2 OMe 1-756 Et (CH₂)₂OCH₂-c-Pr 2 OMe 1-757 CF₃ c-Pr 0 OMe 1-758 CF₃ CH₂-c-Pr 0 OMe 1-759 CF₃ (CH₂)₂OMe 0 OMe 1-760 CF₃ (CH₂)₃OMe 0 OMe 1-761 CF₃ (CH₂)₂OEt 0 OMe 1-762 CF₃ (CH₂)₂OCH₂-c-Pr 0 OMe 1-763 CF₃ c-Pr 1 OMe 1-764 CF₃ CH₂-c-Pr 1 OMe 1-765 CF₃ (CH₂)₂OMe 1 OMe 1-766 CF₃ (CH₂)₃OMe 1 OMe 1-767 CF₃ (CH₂)₂OEt 1 OMe 1-768 CF₃ (CH₂)₂OCH₂-c-Pr 1 OMe 1-769 CF₃ c-Pr 2 OMe 1-770 CF₃ CH₂-c-Pr 2 OMe 1-771 CF₃ (CH₂)₂OMe 2 OMe 1-772 CF₃ (CH₂)₃OMe 2 OMe 1-773 CF₃ (CH₂)₂OEt 2 OMe 1-774 CF₃ (CH₂)₂OCH₂-c-Pr 2 OMe 1-775 OMe c-Pr 0 OMe 1-776 OMe CH₂-c-Pr 0 OMe 1-777 OMe (CH₂)₂OMe 0 OMe 1-778 OMe (CH₂)₃OMe 0 OMe 1-779 OMe (CH₂)₂OEt 0 OMe 1-780 OMe (CH₂)₂OCH₂-c-Pr 0 OMe 1-781 OMe c-Pr 1 OMe 1-782 OMe CH₂-c-Pr 1 OMe 1-783 OMe (CH₂)₂OMe 1 OMe 1-784 OMe (CH₂)₃OMe 1 OMe 1-785 OMe (CH₂)₂OEt 1 OMe 1-786 OMe (CH₂)₂OCH₂-c-Pr 1 OMe 1-787 OMe c-Pr 2 OMe 1-788 OMe CH₂-c-Pr 2 OMe 1-789 OMe (CH₂)₂OMe 2 OMe 1-790 OMe (CH₂)₃OMe 2 OMe 1-791 OMe (CH₂)₂OEt 2 OMe 1-792 OMe (CH₂)₂OCH₂-c-Pr 2 OMe 1-793 OEt c-Pr 0 OMe 1-794 OEt CH₂-c-Pr 0 OMe 1-795 OEt (CH₂)₂OMe 0 OMe 1-796 OEt (CH₂)₃OMe 0 OMe 1-797 OEt (CH₂)₂OEt 0 OMe 1-798 OEt (CH₂)₂OCH₂-c-Pr 0 OMe 1-799 OEt c-Pr 1 OMe 1-800 OEt CH₂-c-Pr 1 OMe 1-801 OEt (CH₂)₂OMe 1 OMe 1-802 OEt (CH₂)₃OMe 1 OMe 1-803 OEt (CH₂)₂OEt 1 OMe 1-804 OEt (CH₂)₂OCH₂-c-Pr 1 OMe 1-805 OEt c-Pr 2 OMe 1-806 OEt CH₂-c-Pr 2 OMe 1-807 OEt (CH₂)₂OMe 2 OMe 1-808 OEt (CH₂)₃OMe 2 OMe 1-809 OEt (CH₂)₂OEt 2 OMe 1-810 OEt (CH₂)₂OCH₂-c-Pr 2 OMe 1-811 NO₂ c-Pr 0 OMe 1-812 NO₂ CH₂-c-Pr 0 OMe 1-813 NO₂ (CH₂)₂OMe 0 OMe 1-814 NO₂ (CH₂)₃OMe 0 OMe 1-815 NO₂ (CH₂)₂OEt 0 OMe 1-816 NO₂ (CH₂)₂OCH₂-c-Pr 0 OMe 1-817 NO₂ c-Pr 1 OMe 1-818 NO₂ CH₂-c-Pr 1 OMe 1-819 NO₂ (CH₂)₂OMe 1 OMe 1-820 NO₂ (CH₂)₃OMe 1 OMe 1-821 NO₂ (CH₂)₂OEt 1 OMe 1-822 NO₂ (CH₂)₂OCH₂-c-Pr 1 OMe 1-823 NO₂ c-Pr 2 OMe 1-824 NO₂ CH₂-c-Pr 2 OMe 1-825 NO₂ (CH₂)₂OMe 2 OMe 1-826 NO₂ (CH₂)₃OMe 2 OMe 1-827 NO₂ (CH₂)₂OEt 2 OMe 1-828 NO₂ (CH₂)₂OCH₂-c-Pr 2 OMe 1-829 SO₂Me c-Pr 0 OMe 1-830 SO₂Me CH₂-c-Pr 0 OMe 1-831 SO₂Me (CH₂)₂OMe 0 OMe 1-832 SO₂Me (CH₂)₃OMe 0 OMe 1-833 SO₂Me (CH₂)₂OEt 0 OMe 1-834 SO₂Me (CH₂)₂OCH₂-c-Pr 0 OMe 1-835 SO₂Me c-Pr 1 OMe 1-836 SO₂Me CH₂-c-Pr 1 OMe 1-837 SO₂Me (CH₂)₂OMe 1 OMe 1-838 SO₂Me (CH₂)₃OMe 1 OMe 1-839 SO₂Me (CH₂)₂OEt 1 OMe 1-840 SO₂Me (CH₂)₂OCH₂-c-Pr 1 OMe 1-841 SO₂Me c-Pr 2 OMe 1-842 SO₂Me CH₂-c-Pr 2 OMe 1-843 SO₂Me (CH₂)₂OMe 2 OMe 1-844 SO₂Me (CH₂)₃OMe 2 OMe 1-845 SO₂Me (CH₂)₂OEt 2 OMe 1-846 SO₂Me (CH₂)₂OCH₂-c-Pr 2 OMe 1-847 CH₂OMe c-Pr 0 OMe 1-848 CH₂OMe CH₂-c-Pr 0 OMe 1-849 CH₂OMe (CH₂)₂OMe 0 OMe 1-850 CH₂OMe (CH₂)₃OMe 0 OMe 1-851 CH₂OMe (CH₂)₂OEt 0 OMe 1-852 CH₂OMe (CH₂)₂OCH₂-c-Pr 0 OMe 1-853 CH₂OMe c-Pr 1 OMe 1-854 CH₂OMe CH₂-c-Pr 1 OMe 1-855 CH₂OMe (CH₂)₂OMe 1 OMe 1-856 CH₂OMe (CH₂)₃OMe 1 OMe 1-857 CH₂OMe (CH₂)₂OEt 1 OMe 1-858 CH₂OMe (CH₂)₂OCH₂-c-Pr 1 OMe 1-859 CH₂OMe c-Pr 2 OMe 1-860 CH₂OMe CH₂-c-Pr 2 OMe 1-861 CH₂OMe (CH₂)₂OMe 2 OMe 1-862 CH₂OMe (CH₂)₃OMe 2 OMe 1-863 CH₂OMe (CH₂)₂OEt 2 OMe 1-864 CH₂OMe (CH₂)₂OCH₂-c-Pr 2 OMe 1-865 CH₂SO₂Me c-Pr 0 OMe 1-866 CH₂SO₂Me CH₂-c-Pr 0 OMe 1-867 CH₂SO₂Me (CH₂)₂OMe 0 OMe 1-868 CH₂SO₂Me (CH₂)₃OMe 0 OMe 1-869 CH₂SO₂Me (CH₂)₂OEt 0 OMe 1-870 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 OMe 1-871 CH₂SO₂Me c-Pr 1 OMe 1-872 CH₂SO₂Me CH₂-c-Pr 1 OMe 1-873 CH₂SO₂Me (CH₂)₂OMe 1 OMe 1-874 CH₂SO₂Me (CH₂)₃OMe 1 OMe 1-875 CH₂SO₂Me (CH₂)₂OEt 1 OMe 1-876 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 OMe 1-877 CH₂SO₂Me c-Pr 2 OMe 1-878 CH₂SO₂Me CH₂-c-Pr 2 OMe 1-879 CH₂SO₂Me (CH₂)₂OMe 2 OMe 1-880 CH₂SO₂Me (CH₂)₃OMe 2 OMe 1-881 CH₂SO₂Me (CH₂)₂OEt 2 OMe 1-882 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 OMe 1-883 CH₂O(CH₂)₂OMe c-Pr 0 OMe 1-884 CH₂O(CH₂)₂OMe CH₂-c-Pr 0 OMe 1-885 CH₂O(CH₂)₂OMe (CH₂)₂OMe 0 OMe 1-886 CH₂O(CH₂)₂OMe (CH₂)₃OMe 0 OMe 1-887 CH₂O(CH₂)₂OMe (CH₂)₂OEt 0 OMe 1-888 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 OMe 1-889 CH₂O(CH₂)₂OMe c-Pr 1 OMe 1-890 CH₂O(CH₂)₂OMe CH₂-c-Pr 1 OMe 1-891 CH₂O(CH₂)₂OMe (CH₂)₂OMe 1 OMe 1-892 CH₂O(CH₂)₂OMe (CH₂)₃OMe 1 OMe 1-893 CH₂O(CH₂)₂OMe (CH₂)₂OEt 1 OMe 1-894 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 OMe 1-895 CH₂O(CH₂)₂OMe c-Pr 2 OMe 1-896 CH₂O(CH₂)₂OMe CH₂-c-Pr 2 OMe 1-897 CH₂O(CH₂)₂OMe (CH₂)₂OMe 2 OMe 1-898 CH₂O(CH₂)₂OMe (CH₂)₃OMe 2 OMe 1-899 CH₂O(CH₂)₂OMe (CH₂)₂OEt 2 OMe 1-900 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 OMe 1-901 CH₂O(CH₂)₂OEt c-Pr 0 OMe 1-902 CH₂O(CH₂)₂OEt CH₂-c-Pr 0 OMe 1-903 CH₂O(CH₂)₂OEt (CH₂)₂OMe 0 OMe 1-904 CH₂O(CH₂)₂OEt (CH₂)₃OMe 0 OMe 1-905 CH₂O(CH₂)₂OEt (CH₂)₂OEt 0 OMe 1-906 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 0 OMe 1-907 CH₂O(CH₂)₂OEt c-Pr 1 OMe 1-908 CH₂O(CH₂)₂OEt CH₂-c-Pr 1 OMe 1-909 CH₂O(CH₂)₂OEt (CH₂)₂OMe 1 OMe 1-910 CH₂O(CH₂)₂OEt (CH₂)₃OMe 1 OMe 1-911 CH₂O(CH₂)₂OEt (CH₂)₂OEt 1 OMe 1-912 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 1 OMe 1-913 CH₂O(CH₂)₂OEt c-Pr 2 OMe 1-914 CH₂O(CH₂)₂OEt CH₂-c-Pr 2 OMe 1-915 CH₂O(CH₂)₂OEt (CH₂)₂OMe 2 OMe 1-916 CH₂O(CH₂)₂OEt (CH₂)₃OMe 2 OMe 1-917 CH₂O(CH₂)₂OEt (CH₂)₂OEt 2 OMe 1-918 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 2 OMe 1-919 CH₂O(CH₂)₃OMe c-Pr 0 OMe 1-920 CH₂O(CH₂)₃OMe CH₂-c-Pr 0 OMe 1-921 CH₂O(CH₂)₃OMe (CH₂)₂OMe 0 OMe 1-922 CH₂O(CH₂)₃OMe (CH₂)₃OMe 0 OMe 1-923 CH₂O(CH₂)₃OMe (CH₂)₂OEt 0 OMe 1-924 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 0 OMe 1-925 CH₂O(CH₂)₃OMe c-Pr 1 OMe 1-926 CH₂O(CH₂)₃OMe CH₂-c-Pr 1 OMe 1-927 CH₂O(CH₂)₃OMe (CH₂)₂OMe 1 OMe 1-928 CH₂O(CH₂)₃OMe (CH₂)₃OMe 1 OMe 1-929 CH₂O(CH₂)₃OMe (CH₂)₂OEt 1 OMe 1-930 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 1 OMe 1-931 CH₂O(CH₂)₃OMe c-Pr 2 OMe 1-932 CH₂O(CH₂)₃OMe CH₂-c-Pr 2 OMe 1-933 CH₂O(CH₂)₃OMe (CH₂)₂OMe 2 OMe 1-934 CH₂O(CH₂)₃OMe (CH₂)₃OMe 2 OMe 1-935 CH₂O(CH₂)₃OMe (CH₂)₂OEt 2 OMe 1-936 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 2 OMe 1-937 CH₂OCH₂OMe c-Pr 0 OMe 1-938 CH₂OCH₂OMe CH₂-c-Pr 0 OMe 1-939 CH₂OCH₂OMe (CH₂)₂OMe 0 OMe 1-940 CH₂OCH₂OMe (CH₂)₃OMe 0 OMe 1-941 CH₂OCH₂OMe (CH₂)₂OEt 0 OMe 1-942 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 0 OMe 1-943 CH₂OCH₂OMe c-Pr 1 OMe 1-944 CH₂OCH₂OMe CH₂-c-Pr 1 OMe 1-945 CH₂OCH₂OMe (CH₂)₂OMe 1 OMe 1-946 CH₂OCH₂OMe (CH₂)₃OMe 1 OMe 1-947 CH₂OCH₂OMe (CH₂)₂OEt 1 OMe 1-948 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 1 OMe 1-949 CH₂OCH₂OMe c-Pr 2 OMe 1-950 CH₂OCH₂OMe CH₂-c-Pr 2 OMe 1-951 CH₂OCH₂OMe (CH₂)₂OMe 2 OMe 1-952 CH₂OCH₂OMe (CH₂)₃OMe 2 OMe 1-953 CH₂OCH₂OMe (CH₂)₂OEt 2 OMe 1-954 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 2 OMe 1-955 CH₂OCH₂OEt c-Pr 0 OMe 1-956 CH₂OCH₂OEt CH₂-c-Pr 0 OMe 1-957 CH₂OCH₂OEt (CH₂)₂OMe 0 OMe 1-958 CH₂OCH₂OEt (CH₂)₃OMe 0 OMe 1-959 CH₂OCH₂OEt (CH₂)₂OEt 0 OMe 1-960 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 0 OMe 1-961 CH₂OCH₂OEt c-Pr 1 OMe 1-962 CH₂OCH₂OEt CH₂-c-Pr 1 OMe 1-963 CH₂OCH₂OEt (CH₂)₂OMe 1 OMe 1-964 CH₂OCH₂OEt (CH₂)₃OMe 1 OMe 1-965 CH₂OCH₂OEt (CH₂)₂OEt 1 OMe 1-966 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 1 OMe 1-967 CH₂OCH₂OEt c-Pr 2 OMe 1-968 CH₂OCH₂OEt CH₂-c-Pr 2 OMe 1-969 CH₂OCH₂OEt (CH₂)₂OMe 2 OMe 1-970 CH₂OCH₂OEt (CH₂)₃OMe 2 OMe 1-971 CH₂OCH₂OEt (CH₂)₂OEt 2 OMe 1-972 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 2 OMe 1-973 CH₂O(CH₂)₂SO₂Me c-Pr 0 OMe 1-974 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 0 OMe 1-975 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 0 OMe 1-976 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 0 OMe 1-977 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 0 OMe 1-978 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 OMe 1-979 CH₂O(CH₂)₂SO₂Me c-Pr 1 OMe 1-980 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 1 OMe 1-981 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 1 OMe 1-982 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 1 OMe 1-983 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 1 OMe 1-984 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 OMe 1-985 CH₂O(CH₂)₂SO₂Me c-Pr 2 OMe 1-986 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 2 OMe 1-987 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 2 OMe 1-988 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 2 OMe 1-989 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 2 OMe 1-990 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 OMe 1-991 CH₂SO₂(CH₂)₂OMe c-Pr 0 OMe 1-992 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 0 OMe 1-993 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 0 OMe 1-994 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 0 OMe 1-995 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 0 OMe 1-996 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 OMe 1-997 CH₂SO₂(CH₂)₂OMe c-Pr 1 OMe 1-998 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 1 OMe 1-999 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 1 OMe 1-1000 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 1 OMe 1-1001 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 1 OMe 1-1002 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 OMe 1-1003 CH₂SO₂(CH₂)₂OMe c-Pr 2 OMe 1-1004 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 2 OMe 1-1005 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 2 OMe 1-1006 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 2 OMe 1-1007 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 2 OMe 1-1008 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 OMe 1-1009 CH₂SO₂(CH₂)₂SO₂Me c-Pr 0 OMe 1-1010 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 0 OMe 1-1011 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 0 OMe 1-1012 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 0 OMe 1-1013 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 0 OMe 1-1014 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 OMe 1-1015 CH₂SO₂(CH₂)₂SO₂Me c-Pr 1 OMe 1-1016 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 1 OMe 1-1017 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 1 OMe 1-1018 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 1 OMe 1-1019 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 1 OMe 1-1020 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 OMe 1-1021 CH₂SO₂(CH₂)₂SO₂Me c-Pr 2 OMe 1-1022 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 2 OMe 1-1023 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 2 OMe 1-1024 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 2 OMe 1-1025 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 2 OMe 1-1026 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 OMe 1-1027 Cl c-Pr 0 F 1-1028 Cl CH₂-c-Pr 0 F 1-1029 Cl (CH₂)₂OMe 0 F 1-1030 Cl (CH₂)₃OMe 0 F 1-1031 Cl (CH₂)₂OEt 0 F 1-1032 Cl (CH₂)₂OCH₂-c-Pr 0 F 1-1033 Cl c-Pr 1 F 1-1034 Cl CH₂-c-Pr 1 F 1-1035 Cl (CH₂)₂OMe 1 F 1-1036 Cl (CH₂)₃OMe 1 F 1-1037 Cl (CH₂)₂OEt 1 F 1-1038 Cl (CH₂)₂OCH₂-c-Pr 1 F 1-1039 Cl c-Pr 2 F 1-1040 Cl CH₂-c-Pr 2 F 1-1041 Cl (CH₂)₂OMe 2 F 1-1042 Cl (CH₂)₃OMe 2 F 1-1043 Cl (CH₂)₂OEt 2 F 1-1044 Cl (CH₂)₂OCH₂-c-Pr 2 F 1-1045 Br c-Pr 0 F 1-1046 Br CH₂-c-Pr 0 F 1-1047 Br (CH₂)₂OMe 0 F 1-1048 Br (CH₂)₃OMe 0 F 1-1049 Br (CH₂)₂OEt 0 F 1-1050 Br (CH₂)₂OCH₂-c-Pr 0 F 1-1051 Br c-Pr 1 F 1-1052 Br CH₂-c-Pr 1 F 1-1053 Br (CH₂)₂OMe 1 F 1-1054 Br (CH₂)₃OMe 1 F 1-1055 Br (CH₂)₂OEt 1 F 1-1056 Br (CH₂)₂OCH₂-c-Pr 1 F 1-1057 Br c-Pr 2 F 1-1058 Br CH₂-c-Pr 2 F 1-1059 Br (CH₂)₂OMe 2 F 1-1060 Br (CH₂)₃OMe 2 F 1-1061 Br (CH₂)₂OEt 2 F 1-1062 Br (CH₂)₂OCH₂-c-Pr 2 F 1-1063 Me c-Pr 0 F 1-1064 Me CH₂-c-Pr 0 F 1-1065 Me (CH₂)₂OMe 0 F 1-1066 Me (CH₂)₃OMe 0 F 1-1067 Me (CH₂)₂OEt 0 F 1-1068 Me (CH₂)₂OCH₂-c-Pr 0 F 1-1069 Me c-Pr 1 F 1-1070 Me CH₂-c-Pr 1 F 1-1071 Me (CH₂)₂OMe 1 F 1-1072 Me (CH₂)₃OMe 1 F 1-1073 Me (CH₂)₂OEt 1 F 1-1074 Me (CH₂)₂OCH₂-c-Pr 1 F 1-1075 Me c-Pr 2 F 1-1076 Me CH₂-c-Pr 2 F 1-1077 Me (CH₂)₂OMe 2 F 1-1078 Me (CH₂)₃OMe 2 F 1-1079 Me (CH₂)₂OEt 2 F 1-1080 Me (CH₂)₂OCH₂-c-Pr 2 F 1-1081 Et c-Pr 0 F 1-1082 Et CH₂-c-Pr 0 F 1-1083 Et (CH₂)₂OMe 0 F 1-1084 Et (CH₂)₃OMe 0 F 1-1085 Et (CH₂)₂OEt 0 F 1-1086 Et (CH₂)₂OCH₂-c-Pr 0 F 1-1087 Et c-Pr 1 F 1-1088 Et CH₂-c-Pr 1 F 1-1089 Et (CH₂)₂OMe 1 F 1-1090 Et (CH₂)₃OMe 1 F 1-1091 Et (CH₂)₂OEt 1 F 1-1092 Et (CH₂)₂OCH₂-c-Pr 1 F 1-1093 Et c-Pr 2 F 1-1094 Et CH₂-c-Pr 2 F 1-1095 Et (CH₂)₂OMe 2 F 1-1096 Et (CH₂)₃OMe 2 F 1-1097 Et (CH₂)₂OEt 2 F 1-1098 Et (CH₂)₂OCH₂-c-Pr 2 F 1-1099 CF₃ c-Pr 0 F 1-1100 CF₃ CH₂-c-Pr 0 F 1-1101 CF₃ (CH₂)₂OMe 0 F 1-1102 CF₃ (CH₂)₃OMe 0 F 1-1103 CF₃ (CH₂)₂OEt 0 F 1-1104 CF₃ (CH₂)₂OCH₂-c-Pr 0 F 1-1105 CF₃ c-Pr 1 F 1-1106 CF₃ CH₂-c-Pr 1 F 1-1107 CF₃ (CH₂)₂OMe 1 F 1-1108 CF₃ (CH₂)₃OMe 1 F 1-1109 CF₃ (CH₂)₂OEt 1 F 1-1110 CF₃ (CH₂)₂OCH₂-c-Pr 1 F 1-1111 CF₃ c-Pr 2 F 1-1112 CF₃ CH₂-c-Pr 2 F 1-1113 CF₃ (CH₂)₂OMe 2 F 1-1114 CF₃ (CH₂)₃OMe 2 F 1-1115 CF₃ (CH₂)₂OEt 2 F 1-1116 CF₃ (CH₂)₂OCH₂-c-Pr 2 F 1-1117 OMe c-Pr 0 F 1-1118 OMe CH₂-c-Pr 0 F 1-1119 OMe (CH₂)₂OMe 0 F 1-1120 OMe (CH₂)₃OMe 0 F 1-1121 OMe (CH₂)₂OEt 0 F 1-1122 OMe (CH₂)₂OCH₂-c-Pr 0 F 1-1123 OMe c-Pr 1 F 1-1124 OMe CH₂-c-Pr 1 F 1-1125 OMe (CH₂)₂OMe 1 F 1-1126 OMe (CH₂)₃OMe 1 F 1-1127 OMe (CH₂)₂OEt 1 F 1-1128 OMe (CH₂)₂OCH₂-c-Pr 1 F 1-1129 OMe c-Pr 2 F 1-1130 OMe CH₂-c-Pr 2 F 1-1131 OMe (CH₂)₂OMe 2 F 1-1132 OMe (CH₂)₃OMe 2 F 1-1133 OMe (CH₂)₂OEt 2 F 1-1134 OMe (CH₂)₂OCH₂-c-Pr 2 F 1-1135 OEt c-Pr 0 F 1-1136 OEt CH₂-c-Pr 0 F 1-1137 OEt (CH₂)₂OMe 0 F 1-1138 OEt (CH₂)₃OMe 0 F 1-1139 OEt (CH₂)₂OEt 0 F 1-1140 OEt (CH₂)₂OCH₂-c-Pr 0 F 1-1141 OEt c-Pr 1 F 1-1142 OEt CH₂-c-Pr 1 F 1-1143 OEt (CH₂)₂OMe 1 F 1-1144 OEt (CH₂)₃OMe 1 F 1-1145 OEt (CH₂)₂OEt 1 F 1-1146 OEt (CH₂)₂OCH₂-c-Pr 1 F 1-1147 OEt c-Pr 2 F 1-1148 OEt CH₂-c-Pr 2 F 1-1149 OEt (CH₂)₂OMe 2 F 1-1150 OEt (CH₂)₃OMe 2 F 1-1151 OEt (CH₂)₂OEt 2 F 1-1152 OEt (CH₂)₂OCH₂-c-Pr 2 F 1-1153 NO₂ c-Pr 0 F 1-1154 NO₂ CH₂-c-Pr 0 F 1-1155 NO₂ (CH₂)₂OMe 0 F 1-1156 NO₂ (CH₂)₃OMe 0 F 1-1157 NO₂ (CH₂)₂OEt 0 F 1-1158 NO₂ (CH₂)₂OCH₂-c-Pr 0 F 1-1159 NO₂ c-Pr 1 F 1-1160 NO₂ CH₂-c-Pr 1 F 1-1161 NO₂ (CH₂)₂OMe 1 F 1-1162 NO₂ (CH₂)₃OMe 1 F 1-1163 NO₂ (CH₂)₂OEt 1 F 1-1164 NO₂ (CH₂)₂OCH₂-c-Pr 1 F 1-1165 NO₂ c-Pr 2 F 1-1166 NO₂ CH₂-c-Pr 2 F 1-1167 NO₂ (CH₂)₂OMe 2 F 1-1168 NO₂ (CH₂)₃OMe 2 F 1-1169 NO₂ (CH₂)₂OEt 2 F 1-1170 NO₂ (CH₂)₂OCH₂-c-Pr 2 F 1-1171 SO₂Me c-Pr 0 F 1-1172 SO₂Me CH₂-c-Pr 0 F 1-1173 SO₂Me (CH₂)₂OMe 0 F 1-1174 SO₂Me (CH₂)₃OMe 0 F 1-1175 SO₂Me (CH₂)₂OEt 0 F 1-1176 SO₂Me (CH₂)₂OCH₂-c-Pr 0 F 1-1177 SO₂Me c-Pr 1 F 1-1178 SO₂Me CH₂-c-Pr 1 F 1-1179 SO₂Me (CH₂)₂OMe 1 F 1-1180 SO₂Me (CH₂)₃OMe 1 F 1-1181 SO₂Me (CH₂)₂OEt 1 F 1-1182 SO₂Me (CH₂)₂OCH₂-c-Pr 1 F 1-1183 SO₂Me c-Pr 2 F 1-1184 SO₂Me CH₂-c-Pr 2 F 1-1185 SO₂Me (CH₂)₂OMe 2 F 1-1186 SO₂Me (CH₂)₃OMe 2 F 1-1187 SO₂Me (CH₂)₂OEt 2 F 1-1188 SO₂Me (CH₂)₂OCH₂-c-Pr 2 F 1-1189 CH₂OMe c-Pr 0 F 1-1190 CH₂OMe CH₂-c-Pr 0 F 1-1191 CH₂OMe (CH₂)₂OMe 0 F 1-1192 CH₂OMe (CH₂)₃OMe 0 F 1-1193 CH₂OMe (CH₂)₂OEt 0 F 1-1194 CH₂OMe (CH₂)₂OCH₂-c-Pr 0 F 1-1195 CH₂OMe c-Pr 1 F 1-1196 CH₂OMe CH₂-c-Pr 1 F 1-1197 CH₂OMe (CH₂)₂OMe 1 F 1-1198 CH₂OMe (CH₂)₃OMe 1 F 1-1199 CH₂OMe (CH₂)₂OEt 1 F 1-1200 CH₂OMe (CH₂)₂OCH₂-c-Pr 1 F 1-1201 CH₂OMe c-Pr 2 F 1-1202 CH₂OMe CH₂-c-Pr 2 F 1-1203 CH₂OMe (CH₂)₂OMe 2 F 1-1204 CH₂OMe (CH₂)₃OMe 2 F 1-1205 CH₂OMe (CH₂)₂OEt 2 F 1-1206 CH₂OMe (CH₂)₂OCH₂-c-Pr 2 F 1-1207 CH₂SO₂Me c-Pr 0 F 1-1208 CH₂SO₂Me CH₂-c-Pr 0 F 1-1209 CH₂SO₂Me (CH₂)₂OMe 0 F 1-1210 CH₂SO₂Me (CH₂)₃OMe 0 F 1-1211 CH₂SO₂Me (CH₂)₂OEt 0 F 1-1212 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 F 1-1213 CH₂SO₂Me c-Pr 1 F 1-1214 CH₂SO₂Me CH₂-c-Pr 1 F 1-1215 CH₂SO₂Me (CH₂)₂OMe 1 F 1-1216 CH₂SO₂Me (CH₂)₃OMe 1 F 1-1217 CH₂SO₂Me (CH₂)₂OEt 1 F 1-1218 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 F 1-1219 CH₂SO₂Me c-Pr 2 F 1-1220 CH₂SO₂Me CH₂-c-Pr 2 F 1-1221 CH₂SO₂Me (CH₂)₂OMe 2 F 1-1222 CH₂SO₂Me (CH₂)₃OMe 2 F 1-1223 CH₂SO₂Me (CH₂)₂OEt 2 F 1-1224 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 F 1-1225 CH₂O(CH₂)₂OMe c-Pr 0 F 1-1226 CH₂O(CH₂)₂OMe CH₂-c-Pr 0 F 1-1227 CH₂O(CH₂)₂OMe (CH₂)₂OMe 0 F 1-1228 CH₂O(CH₂)₂OMe (CH₂)₃OMe 0 F 1-1229 CH₂O(CH₂)₂OMe (CH₂)₂OEt 0 F 1-1230 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 F 1-1231 CH₂O(CH₂)₂OMe c-Pr 1 F 1-1232 CH₂O(CH₂)₂OMe CH₂-c-Pr 1 F 1-1233 CH₂O(CH₂)₂OMe (CH₂)₂OMe 1 F 1-1234 CH₂O(CH₂)₂OMe (CH₂)₃OMe 1 F 1-1235 CH₂O(CH₂)₂OMe (CH₂)₂OEt 1 F 1-1236 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 F 1-1237 CH₂O(CH₂)₂OMe c-Pr 2 F 1-1238 CH₂O(CH₂)₂OMe CH₂-c-Pr 2 F 1-1239 CH₂O(CH₂)₂OMe (CH₂)₂OMe 2 F 1-1240 CH₂O(CH₂)₂OMe (CH₂)₃OMe 2 F 1-1241 CH₂O(CH₂)₂OMe (CH₂)₂OEt 2 F 1-1242 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 F 1-1243 CH₂O(CH₂)₂OEt c-Pr 0 F 1-1244 CH₂O(CH₂)₂OEt CH₂-c-Pr 0 F 1-1245 CH₂O(CH₂)₂OEt (CH₂)₂OMe 0 F 1-1246 CH₂O(CH₂)₂OEt (CH₂)₃OMe 0 F 1-1247 CH₂O(CH₂)₂OEt (CH₂)₂OEt 0 F 1-1248 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 0 F 1-1249 CH₂O(CH₂)₂OEt c-Pr 1 F 1-1250 CH₂O(CH₂)₂OEt CH₂-c-Pr 1 F 1-1251 CH₂O(CH₂)₂OEt (CH₂)₂OMe 1 F 1-1252 CH₂O(CH₂)₂OEt (CH₂)₃OMe 1 F 1-1253 CH₂O(CH₂)₂OEt (CH₂)₂OEt 1 F 1-1254 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 1 F 1-1255 CH₂O(CH₂)₂OEt c-Pr 2 F 1-1256 CH₂O(CH₂)₂OEt CH₂-c-Pr 2 F 1-1257 CH₂O(CH₂)₂OEt (CH₂)₂OMe 2 F 1-1258 CH₂O(CH₂)₂OEt (CH₂)₃OMe 2 F 1-1259 CH₂O(CH₂)₂OEt (CH₂)₂OEt 2 F 1-1260 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 2 F 1-1261 CH₂O(CH₂)₃OMe c-Pr 0 F 1-1262 CH₂O(CH₂)₃OMe CH₂-c-Pr 0 F 1-1263 CH₂O(CH₂)₃OMe (CH₂)₂OMe 0 F 1-1264 CH₂O(CH₂)₃OMe (CH₂)₃OMe 0 F 1-1265 CH₂O(CH₂)₃OMe (CH₂)₂OEt 0 F 1-1266 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 0 F 1-1267 CH₂O(CH₂)₃OMe c-Pr 1 F 1-1268 CH₂O(CH₂)₃OMe CH₂-c-Pr 1 F 1-1269 CH₂O(CH₂)₃OMe (CH₂)₂OMe 1 F 1-1270 CH₂O(CH₂)₃OMe (CH₂)₃OMe 1 F 1-1271 CH₂O(CH₂)₃OMe (CH₂)₂OEt 1 F 1-1272 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 1 F 1-1273 CH₂O(CH₂)₃OMe c-Pr 2 F 1-1274 CH₂O(CH₂)₃OMe CH₂-c-Pr 2 F 1-1275 CH₂O(CH₂)₃OMe (CH₂)₂OMe 2 F 1-1276 CH₂O(CH₂)₃OMe (CH₂)₃OMe 2 F 1-1277 CH₂O(CH₂)₃OMe (CH₂)₂OEt 2 F 1-1278 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 2 F 1-1279 CH₂OCH₂OMe c-Pr 0 F 1-1280 CH₂OCH₂OMe CH₂-c-Pr 0 F 1-1281 CH₂OCH₂OMe (CH₂)₂OMe 0 F 1-1282 CH₂OCH₂OMe (CH₂)₃OMe 0 F 1-1283 CH₂OCH₂OMe (CH₂)₂OEt 0 F 1-1284 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 0 F 1-1285 CH₂OCH₂OMe c-Pr 1 F 1-1286 CH₂OCH₂OMe CH₂-c-Pr 1 F 1-1287 CH₂OCH₂OMe (CH₂)₂OMe 1 F 1-1288 CH₂OCH₂OMe (CH₂)₃OMe 1 F 1-1289 CH₂OCH₂OMe (CH₂)₂OEt 1 F 1-1290 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 1 F 1-1291 CH₂OCH₂OMe c-Pr 2 F 1-1292 CH₂OCH₂OMe CH₂-c-Pr 2 F 1-1293 CH₂OCH₂OMe (CH₂)₂OMe 2 F 1-1294 CH₂OCH₂OMe (CH₂)₃OMe 2 F 1-1295 CH₂OCH₂OMe (CH₂)₂OEt 2 F 1-1296 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 2 F 1-1297 CH₂OCH₂OEt c-Pr 0 F 1-1298 CH₂OCH₂OEt CH₂-c-Pr 0 F 1-1299 CH₂OCH₂OEt (CH₂)₂OMe 0 F 1-1300 CH₂OCH₂OEt (CH₂)₃OMe 0 F 1-1301 CH₂OCH₂OEt (CH₂)₂OEt 0 F 1-1302 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 0 F 1-1303 CH₂OCH₂OEt c-Pr 1 F 1-1304 CH₂OCH₂OEt CH₂-c-Pr 1 F 1-1305 CH₂OCH₂OEt (CH₂)₂OMe 1 F 1-1306 CH₂OCH₂OEt (CH₂)₃OMe 1 F 1-1307 CH₂OCH₂OEt (CH₂)₂OEt 1 F 1-1308 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 1 F 1-1309 CH₂OCH₂OEt c-Pr 2 F 1-1310 CH₂OCH₂OEt CH₂-c-Pr 2 F 1-1311 CH₂OCH₂OEt (CH₂)₂OMe 2 F 1-1312 CH₂OCH₂OEt (CH₂)₃OMe 2 F 1-1313 CH₂OCH₂OEt (CH₂)₂OEt 2 F 1-1314 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 2 F 1-1315 CH₂O(CH₂)₂SO₂Me c-Pr 0 F 1-1316 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 0 F 1-1317 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 0 F 1-1318 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 0 F 1-1319 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 0 F 1-1320 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 F 1-1321 CH₂O(CH₂)₂SO₂Me c-Pr 1 F 1-1322 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 1 F 1-1323 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 1 F 1-1324 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 1 F 1-1325 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 1 F 1-1326 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 F 1-1327 CH₂O(CH₂)₂SO₂Me c-Pr 2 F 1-1328 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 2 F 1-1329 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 2 F 1-1330 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 2 F 1-1331 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 2 F 1-1332 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 F 1-1333 CH₂SO₂(CH₂)₂OMe c-Pr 0 F 1-1334 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 0 F 1-1335 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 0 F 1-1336 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 0 F 1-1337 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 0 F 1-1338 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 F 1-1339 CH₂SO₂(CH₂)₂OMe c-Pr 1 F 1-1340 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 1 F 1-1341 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 1 F 1-1342 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 1 F 1-1343 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 1 F 1-1344 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 F 1-1345 CH₂SO₂(CH₂)₂OMe c-Pr 2 F 1-1346 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 2 F 1-1347 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 2 F 1-1348 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 2 F 1-1349 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 2 F 1-1350 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 F 1-1351 CH₂SO₂(CH₂)₂SO₂Me c-Pr 0 F 1-1352 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 0 F 1-1353 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 0 F 1-1354 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 0 F 1-1355 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 0 F 1-1356 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 F 1-1357 CH₂SO₂(CH₂)₂SO₂Me c-Pr 1 F 1-1358 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 1 F 1-1359 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 1 F 1-1360 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 1 F 1-1361 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 1 F 1-1362 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 F 1-1363 CH₂SO₂(CH₂)₂SO₂Me c-Pr 2 F 1-1364 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 2 F 1-1365 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 2 F 1-1366 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 2 F 1-1367 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 2 F 1-1368 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 F 1-1369 Cl c-Pr 0 Cl 1-1370 Cl CH₂-c-Pr 0 Cl 7.48 (d, 1H), 7.25 (d, 1H), 3.60 (s, 3H), 2.84 (d, 2H), 1.02-0.95 (m, 2H), 0.77 (m, 2H), 0.52-0.45 (m, 4H), 0.15 (m, 2H) 1-1371 Cl (CH₂)₂OMe 0 Cl 1-1372 Cl (CH₂)₃OMe 0 Cl 1-1373 Cl (CH₂)₂OEt 0 Cl 1-1374 Cl (CH₂)₂OCH₂-c-Pr 0 Cl 1-1375 Cl c-Pr 1 Cl 1-1376 Cl CH₂-c-Pr 1 Cl 1-1377 Cl (CH₂)₂OMe 1 Cl 1-1378 Cl (CH₂)₃OMe 1 Cl 1-1379 Cl (CH₂)₂OEt 1 Cl 1-1380 Cl (CH₂)₂OCH₂-c-Pr 1 Cl 1-1381 Cl c-Pr 2 Cl 1-1382 Cl CH₂-c-Pr 2 Cl 7.62 (d, 1H), 7.44 (d, 1H), 3.61 (s, 3H), 3.38 (d, 2H), 1.15 (m, 1H), 0.97 (m, 1H), 0.79 (m, 2H), 0.68-0.52 (m, 4H), 0.28 (m, 2H) 1-1383 Cl (CH₂)₂OMe 2 Cl 1-1384 Cl (CH₂)₃OMe 2 Cl 1-1385 Cl (CH₂)₂OEt 2 Cl 1-1386 Cl (CH₂)₂OCH₂-c-Pr 2 Cl 1-1387 Br c-Pr 0 Cl 1-1388 Br CH₂-c-Pr 0 Cl 1-1389 Br (CH₂)₂OMe 0 Cl 1-1390 Br (CH₂)₃OMe 0 Cl 1-1391 Br (CH₂)₂OEt 0 Cl 1-1392 Br (CH₂)₂OCH₂-c-Pr 0 Cl 1-1393 Br c-Pr 1 Cl 1-1394 Br CH₂-c-Pr 1 Cl 1-1395 Br (CH₂)₂OMe 1 Cl 1-1396 Br (CH₂)₃OMe 1 Cl 1-1397 Br (CH₂)₂OEt 1 Cl 1-1398 Br (CH₂)₂OCH₂-c-Pr 1 Cl 1-1399 Br c-Pr 2 Cl 1-1400 Br CH₂-c-Pr 2 Cl 1-1401 Br (CH₂)₂OMe 2 Cl 1-1402 Br (CH₂)₃OMe 2 Cl 1-1403 Br (CH₂)₂OEt 2 Cl 1-1404 Br (CH₂)₂OCH₂-c-Pr 2 Cl 1-1405 Me c-Pr 0 Cl 1-1406 Me CH₂-c-Pr 0 Cl 7.40 (d, 1H), 7.21 (d, 1H), 3.58 (s, 3H), 2.75 (d, 2H), 2.62 (s, 3H), 0.99-0.90 (m, 2H), 0.77 (m, 2H), 0.51 (m, 4H), 0.13 (m, 2H) 1-1407 Me (CH₂)₂OMe 0 Cl 7.41 (d, 1H), 7.22 (d, 1H), 3.59 (s, 3H), 3.47 (t, 2H), 3.31 (s, 3H), 3.02 (t, 2H), 2.60 (s, 3H), 0.94 (m, 1H), 0.77 (m, 2H), 0.52 (m, 2H) 1-1408 Me (CH₂)₃OMe 0 Cl 1-1409 Me (CH₂)₂OEt 0 Cl 1-1410 Me (CH₂)₂OCH₂-c-Pr 0 Cl 1-1411 Me c-Pr 1 Cl 1-1412 Me CH₂-c-Pr 1 Cl 1-1413 Me (CH₂)₂OMe 1 Cl 7.33 (s, 2H), 3.92 (m, 1H), 3.76 (m, 1H), 3.60-3.54 (m, 1H), 3.59 (s, 3H), 3.39 (s, 3H), 3.32 (m, 1H), 2.64 (s, 3H), 0.94 (m, 1H), 0.79 (m, 2H), 0.57 (m, 2H) 1-1414 Me (CH₂)₃OMe 1 Cl 1-1415 Me (CH₂)₂OEt 1 Cl 1-1416 Me (CH₂)₂OCH₂-c-Pr 1 Cl 1-1417 Me c-Pr 2 Cl 1-1418 Me CH₂-c-Pr 2 Cl 7.51 (d, 1H), 7.41 (d, 1H), 3.60 (s, 3H), 3.37 (d, 2H), 2.77 (s, 3H), 1.08 (m, 1H), 0.88 (m, 1H), 0.78 (m, 2H), 0.62-0.51 (m, 4H), 0.26 (m, 2H) 1-1419 Me (CH₂)₂OMe 2 Cl 7.51 (d, 1H), 7.39 (d, 1H), 3.83 (t, 2H), 3.71 (t, 2H), 3.59 (s, 3H), 3.22 (s, 3H), 2.72 (s, 3H), 0.88 (m, 1H), 0.78 (m, 2H), 0.54 (m, 2H) 1-1420 Me (CH₂)₃OMe 2 Cl 1-1421 Me (CH₂)₂OEt 2 Cl 1-1422 Me (CH₂)₂OCH₂-c-Pr 2 Cl 1-1423 Et c-Pr 0 Cl 1-1424 Et CH₂-c-Pr 0 Cl 1-1425 Et (CH₂)₂OMe 0 Cl 1-1426 Et (CH₂)₃OMe 0 Cl 1-1427 Et (CH₂)₂OEt 0 Cl 1-1428 Et (CH₂)₂OCH₂-c-Pr 0 Cl 1-1429 Et c-Pr 1 Cl 1-1430 Et CH₂-c-Pr 1 Cl 1-1431 Et (CH₂)₂OMe 1 Cl 1-1432 Et (CH₂)₃OMe 1 Cl 1-1433 Et (CH₂)₂OEt 1 Cl 1-1434 Et (CH₂)₂OCH₂-c-Pr 1 Cl 1-1435 Et c-Pr 2 Cl 1-1436 Et CH₂-c-Pr 2 Cl 1-1437 Et (CH₂)₂OMe 2 Cl 1-1438 Et (CH₂)₃OMe 2 Cl 1-1439 Et (CH₂)₂OEt 2 Cl 1-1440 Et (CH₂)₂OCH₂-c-Pr 2 Cl 1-1441 CF₃ c-Pr 0 Cl 1-1442 CF₃ CH₂-c-Pr 0 Cl 1-1443 CF₃ (CH₂)₂OMe 0 Cl 1-1444 CF₃ (CH₂)₃OMe 0 Cl 1-1445 CF₃ (CH₂)₂OEt 0 Cl 1-1446 CF₃ (CH₂)₂OCH₂-c-Pr 0 Cl 1-1447 CF₃ c-Pr 1 Cl 1-1448 CF₃ CH₂-c-Pr 1 Cl 1-1449 CF₃ (CH₂)₂OMe 1 Cl 1-1450 CF₃ (CH₂)₃OMe 1 Cl 1-1451 CF₃ (CH₂)₂OEt 1 Cl 1-1452 CF₃ (CH₂)₂OCH₂-c-Pr 1 Cl 1-1453 CF₃ c-Pr 2 Cl 1-1454 CF₃ CH₂-c-Pr 2 Cl 1-1455 CF₃ (CH₂)₂OMe 2 Cl 1-1456 CF₃ (CH₂)₃OMe 2 Cl 1-1457 CF₃ (CH₂)₂OEt 2 Cl 1-1458 CF₃ (CH₂)₂OCH₂-c-Pr 2 Cl 1-1459 OMe c-Pr 0 Cl 1-1460 OMe CH₂-c-Pr 0 Cl 1-1461 OMe (CH₂)₂OMe 0 Cl 1-1462 OMe (CH₂)₃OMe 0 Cl 1-1463 OMe (CH₂)₂OEt 0 Cl 1-1464 OMe (CH₂)₂OCH₂-c-Pr 0 Cl 1-1465 OMe c-Pr 1 Cl 1-1466 OMe CH₂-c-Pr 1 Cl 1-1467 OMe (CH₂)₂OMe 1 Cl 1-1468 OMe (CH₂)₃OMe 1 Cl 1-1469 OMe (CH₂)₂OEt 1 Cl 1-1470 OMe (CH₂)₂OCH₂-c-Pr 1 Cl 1-1471 OMe c-Pr 2 Cl 1-1472 OMe CH₂-c-Pr 2 Cl 1-1473 OMe (CH₂)₂OMe 2 Cl 1-1474 OMe (CH₂)₃OMe 2 Cl 1-1475 OMe (CH₂)₂OEt 2 Cl 1-1476 OMe (CH₂)₂OCH₂-c-Pr 2 Cl 1-1477 OEt c-Pr 0 Cl 1-1478 OEt CH₂-c-Pr 0 Cl 1-1479 OEt (CH₂)₂OMe 0 Cl 1-1480 OEt (CH₂)₃OMe 0 Cl 1-1481 OEt (CH₂)₂OEt 0 Cl 1-1482 OEt (CH₂)₂OCH₂-c-Pr 0 Cl 1-1483 OEt c-Pr 1 Cl 1-1484 OEt CH₂-c-Pr 1 Cl 1-1485 OEt (CH₂)₂OMe 1 Cl 1-1486 OEt (CH₂)₃OMe 1 Cl 1-1487 OEt (CH₂)₂OEt 1 Cl 1-1488 OEt (CH₂)₂OCH₂-c-Pr 1 Cl 1-1489 OEt c-Pr 2 Cl 1-1490 OEt CH₂-c-Pr 2 Cl 1-1491 OEt (CH₂)₂OMe 2 Cl 1-1492 OEt (CH₂)₃OMe 2 Cl 1-1493 OEt (CH₂)₂OEt 2 Cl 1-1494 OEt (CH₂)₂OCH₂-c-Pr 2 Cl 1-1495 NO₂ c-Pr 0 Cl 1-1496 NO₂ CH₂-c-Pr 0 Cl 1-1497 NO₂ (CH₂)₂OMe 0 Cl 1-1498 NO₂ (CH₂)₃OMe 0 Cl 1-1499 NO₂ (CH₂)₂OEt 0 Cl 1-1500 NO₂ (CH₂)₂OCH₂-c-Pr 0 Cl 1-1501 NO₂ c-Pr 1 Cl 1-1502 NO₂ CH₂-c-Pr 1 Cl 1-1503 NO₂ (CH₂)₂OMe 1 Cl 1-1504 NO₂ (CH₂)₃OMe 1 Cl 1-1505 NO₂ (CH₂)₂OEt 1 Cl 1-1506 NO₂ (CH₂)₂OCH₂-c-Pr 1 Cl 1-1507 NO₂ c-Pr 2 Cl 1-1508 NO₂ CH₂-c-Pr 2 Cl 1-1509 NO₂ (CH₂)₂OMe 2 Cl 1-1510 NO₂ (CH₂)₃OMe 2 Cl 1-1511 NO₂ (CH₂)₂OEt 2 Cl 1-1512 NO₂ (CH₂)₂OCH₂-c-Pr 2 Cl 1-1513 SO₂Me c-Pr 0 Cl 1-1514 SO₂Me CH₂-c-Pr 0 Cl 1-1515 SO₂Me (CH₂)₂OMe 0 Cl 1-1516 SO₂Me (CH₂)₃OMe 0 Cl 1-1517 SO₂Me (CH₂)₂OEt 0 Cl 1-1518 SO₂Me (CH₂)₂OCH₂-c-Pr 0 Cl 1-1519 SO₂Me c-Pr 1 Cl 1-1520 SO₂Me CH₂-c-Pr 1 Cl 1-1521 SO₂Me (CH₂)₂OMe 1 Cl 1-1522 SO₂Me (CH₂)₃OMe 1 Cl 1-1523 SO₂Me (CH₂)₂OEt 1 Cl 1-1524 SO₂Me (CH₂)₂OCH₂-c-Pr 1 Cl 1-1525 SO₂Me c-Pr 2 Cl 1-1526 SO₂Me CH₂-c-Pr 2 Cl 1-1527 SO₂Me (CH₂)₂OMe 2 Cl 1-1528 SO₂Me (CH₂)₃OMe 2 Cl 1-1529 SO₂Me (CH₂)₂OEt 2 Cl 1-1530 SO₂Me (CH₂)₂OCH₂-c-Pr 2 Cl 1-1531 CH₂OMe c-Pr 0 Cl 1-1532 CH₂OMe CH₂-c-Pr 0 Cl 1-1533 CH₂OMe (CH₂)₂OMe 0 Cl 1-1534 CH₂OMe (CH₂)₃OMe 0 Cl 1-1535 CH₂OMe (CH₂)₂OEt 0 Cl 1-1536 CH₂OMe (CH₂)₂OCH₂-c-Pr 0 Cl 1-1537 CH₂OMe c-Pr 1 Cl 1-1538 CH₂OMe CH₂-c-Pr 1 Cl 1-1539 CH₂OMe (CH₂)₂OMe 1 Cl 1-1540 CH₂OMe (CH₂)₃OMe 1 Cl 1-1541 CH₂OMe (CH₂)₂OEt 1 Cl 1-1542 CH₂OMe (CH₂)₂OCH₂-c-Pr 1 Cl 1-1543 CH₂OMe c-Pr 2 Cl 1-1544 CH₂OMe CH₂-c-Pr 2 Cl 1-1545 CH₂OMe (CH₂)₂OMe 2 Cl 1-1546 CH₂OMe (CH₂)₃OMe 2 Cl 1-1547 CH₂OMe (CH₂)₂OEt 2 Cl 1-1548 CH₂OMe (CH₂)₂OCH₂-c-Pr 2 Cl 1-1549 CH₂SO₂Me c-Pr 0 Cl 1-1550 CH₂SO₂Me CH₂-c-Pr 0 Cl 1-1551 CH₂SO₂Me (CH₂)₂OMe 0 Cl 1-1552 CH₂SO₂Me (CH₂)₃OMe 0 Cl 1-1553 CH₂SO₂Me (CH₂)₂OEt 0 Cl 1-1554 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 Cl 1-1555 CH₂SO₂Me c-Pr 1 Cl 1-1556 CH₂SO₂Me CH₂-c-Pr 1 Cl 1-1557 CH₂SO₂Me (CH₂)₂OMe 1 Cl 1-1558 CH₂SO₂Me (CH₂)₃OMe 1 Cl 1-1559 CH₂SO₂Me (CH₂)₂OEt 1 Cl 1-1560 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 Cl 1-1561 CH₂SO₂Me c-Pr 2 Cl 1-1562 CH₂SO₂Me CH₂-c-Pr 2 Cl 1-1563 CH₂SO₂Me (CH₂)₂OMe 2 Cl 1-1564 CH₂SO₂Me (CH₂)₃OMe 2 Cl 1-1565 CH₂SO₂Me (CH₂)₂OEt 2 Cl 1-1566 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 Cl 1-1567 CH₂O(CH₂)₂OMe c-Pr 0 Cl 1-1568 CH₂O(CH₂)₂OMe CH₂-c-Pr 0 Cl 1-1569 CH₂O(CH₂)₂OMe (CH₂)₂OMe 0 Cl 1-1570 CH₂O(CH₂)₂OMe (CH₂)₃OMe 0 Cl 1-1571 CH₂O(CH₂)₂OMe (CH₂)₂OEt 0 Cl 1-1572 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 Cl 1-1573 CH₂O(CH₂)₂OMe c-Pr 1 Cl 1-1574 CH₂O(CH₂)₂OMe CH₂-c-Pr 1 Cl 1-1575 CH₂O(CH₂)₂OMe (CH₂)₂OMe 1 Cl 1-1576 CH₂O(CH₂)₂OMe (CH₂)₃OMe 1 Cl 1-1577 CH₂O(CH₂)₂OMe (CH₂)₂OEt 1 Cl 1-1578 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 Cl 1-1579 CH₂O(CH₂)₂OMe c-Pr 2 Cl 1-1580 CH₂O(CH₂)₂OMe CH₂-c-Pr 2 Cl 1-1581 CH₂O(CH₂)₂OMe (CH₂)₂OMe 2 Cl 1-1582 CH₂O(CH₂)₂OMe (CH₂)₃OMe 2 Cl 1-1583 CH₂O(CH₂)₂OMe (CH₂)₂OEt 2 Cl 1-1584 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 Cl 1-1585 CH₂O(CH₂)₂OEt c-Pr 0 Cl 1-1586 CH₂O(CH₂)₂OEt CH₂-c-Pr 0 Cl 1-1587 CH₂O(CH₂)₂OEt (CH₂)₂OMe 0 Cl 1-1588 CH₂O(CH₂)₂OEt (CH₂)₃OMe 0 Cl 1-1589 CH₂O(CH₂)₂OEt (CH₂)₂OEt 0 Cl 1-1590 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 0 Cl 1-1591 CH₂O(CH₂)₂OEt c-Pr 1 Cl 1-1592 CH₂O(CH₂)₂OEt CH₂-c-Pr 1 Cl 1-1593 CH₂O(CH₂)₂OEt (CH₂)₂OMe 1 Cl 1-1594 CH₂O(CH₂)₂OEt (CH₂)₃OMe 1 Cl 1-1595 CH₂O(CH₂)₂OEt (CH₂)₂OEt 1 Cl 1-1596 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 1 Cl 1-1597 CH₂O(CH₂)₂OEt c-Pr 2 Cl 1-1598 CH₂O(CH₂)₂OEt CH₂-c-Pr 2 Cl 1-1599 CH₂O(CH₂)₂OEt (CH₂)₂OMe 2 Cl 1-1600 CH₂O(CH₂)₂OEt (CH₂)₃OMe 2 Cl 1-1601 CH₂O(CH₂)₂OEt (CH₂)₂OEt 2 Cl 1-1602 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 2 Cl 1-1603 CH₂O(CH₂)₃OMe c-Pr 0 Cl 1-1604 CH₂O(CH₂)₃OMe CH₂-c-Pr 0 Cl 1-1605 CH₂O(CH₂)₃OMe (CH₂)₂OMe 0 Cl 1-1606 CH₂O(CH₂)₃OMe (CH₂)₃OMe 0 Cl 1-1607 CH₂O(CH₂)₃OMe (CH₂)₂OEt 0 Cl 1-1608 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 0 Cl 1-1609 CH₂O(CH₂)₃OMe c-Pr 1 Cl 1-1610 CH₂O(CH₂)₃OMe CH₂-c-Pr 1 Cl 1-1611 CH₂O(CH₂)₃OMe (CH₂)₂OMe 1 Cl 1-1612 CH₂O(CH₂)₃OMe (CH₂)₃OMe 1 Cl 1-1613 CH₂O(CH₂)₃OMe (CH₂)₂OEt 1 Cl 1-1614 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 1 Cl 1-1615 CH₂O(CH₂)₃OMe c-Pr 2 Cl 1-1616 CH₂O(CH₂)₃OMe CH₂-c-Pr 2 Cl 1-1617 CH₂O(CH₂)₃OMe (CH₂)₂OMe 2 Cl 1-1618 CH₂O(CH₂)₃OMe (CH₂)₃OMe 2 Cl 1-1619 CH₂O(CH₂)₃OMe (CH₂)₂OEt 2 Cl 1-1620 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 2 Cl 1-1621 CH₂OCH₂OMe c-Pr 0 Cl 1-1622 CH₂OCH₂OMe CH₂-c-Pr 0 Cl 1-1623 CH₂OCH₂OMe (CH₂)₂OMe 0 Cl 1-1624 CH₂OCH₂OMe (CH₂)₃OMe 0 Cl 1-1625 CH₂OCH₂OMe (CH₂)₂OEt 0 Cl 1-1626 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 0 Cl 1-1627 CH₂OCH₂OMe c-Pr 1 Cl 1-1628 CH₂OCH₂OMe CH₂-c-Pr 1 Cl 1-1629 CH₂OCH₂OMe (CH₂)₂OMe 1 Cl 1-1630 CH₂OCH₂OMe (CH₂)₃OMe 1 Cl 1-1631 CH₂OCH₂OMe (CH₂)₂OEt 1 Cl 1-1632 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 1 Cl 1-1633 CH₂OCH₂OMe c-Pr 2 Cl 1-1634 CH₂OCH₂OMe CH₂-c-Pr 2 Cl 1-1635 CH₂OCH₂OMe (CH₂)₂OMe 2 Cl 1-1636 CH₂OCH₂OMe (CH₂)₃OMe 2 Cl 1-1637 CH₂OCH₂OMe (CH₂)₂OEt 2 Cl 1-1638 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 2 Cl 1-1639 CH₂OCH₂OEt c-Pr 0 Cl 1-1640 CH₂OCH₂OEt CH₂-c-Pr 0 Cl 1-1641 CH₂OCH₂OEt (CH₂)₂OMe 0 Cl 1-1642 CH₂OCH₂OEt (CH₂)₃OMe 0 Cl 1-1643 CH₂OCH₂OEt (CH₂)₂OEt 0 Cl 1-1644 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 0 Cl 1-1645 CH₂OCH₂OEt c-Pr 1 Cl 1-1646 CH₂OCH₂OEt CH₂-c-Pr 1 Cl 1-1647 CH₂OCH₂OEt (CH₂)₂OMe 1 Cl 1-1648 CH₂OCH₂OEt (CH₂)₃OMe 1 Cl 1-1649 CH₂OCH₂OEt (CH₂)₂OEt 1 Cl 1-1650 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 1 Cl 1-1651 CH₂OCH₂OEt c-Pr 2 Cl 1-1652 CH₂OCH₂OEt CH₂-c-Pr 2 Cl 1-1653 CH₂OCH₂OEt (CH₂)₂OMe 2 Cl 1-1654 CH₂OCH₂OEt (CH₂)₃OMe 2 Cl 1-1655 CH₂OCH₂OEt (CH₂)₂OEt 2 Cl 1-1656 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 2 Cl 1-1657 CH₂O(CH₂)₂SO₂Me c-Pr 0 Cl 1-1658 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 0 Cl 1-1659 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 0 Cl 1-1660 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 0 Cl 1-1661 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 0 Cl 1-1662 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 Cl 1-1663 CH₂O(CH₂)₂SO₂Me c-Pr 1 Cl 1-1664 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 1 Cl 1-1665 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 1 Cl 1-1666 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 1 Cl 1-1667 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 1 Cl 1-1668 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 Cl 1-1669 CH₂O(CH₂)₂SO₂Me c-Pr 2 Cl 1-1670 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 2 Cl 1-1671 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 2 Cl 1-1672 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 2 Cl 1-1673 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 2 Cl 1-1674 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 Cl 1-1675 CH₂SO₂(CH₂)₂OMe c-Pr 0 Cl 1-1676 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 0 Cl 1-1677 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 0 Cl 1-1678 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 0 Cl 1-1679 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 0 Cl 1-1680 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 Cl 1-1681 CH₂SO₂(CH₂)₂OMe c-Pr 1 Cl 1-1682 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 1 Cl 1-1683 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 1 Cl 1-1684 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 1 Cl 1-1685 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 1 Cl 1-1686 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 Cl 1-1687 CH₂SO₂(CH₂)₂OMe c-Pr 2 Cl 1-1688 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 2 Cl 1-1689 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 2 Cl 1-1690 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 2 Cl 1-1691 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 2 Cl 1-1692 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 Cl 1-1693 CH₂SO₂(CH₂)₂SO₂Me c-Pr 0 Cl 1-1694 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 0 Cl 1-1695 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 0 Cl 1-1696 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 0 Cl 1-1697 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 0 Cl 1-1698 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 Cl 1-1699 CH₂SO₂(CH₂)₂SO₂Me c-Pr 1 Cl 1-1700 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 1 Cl 1-1701 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 1 Cl 1-1702 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 1 Cl 1-1703 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 1 Cl 1-1704 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 Cl 1-1705 CH₂SO₂(CH₂)₂SO₂Me c-Pr 2 Cl 1-1706 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 2 Cl 1-1707 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 2 Cl 1-1708 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 2 Cl 1-1709 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 2 Cl 1-1710 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 Cl 1-1711 Cl c-Pr 0 Br 1-1712 Cl CH₂-c-Pr 0 Br 1-1713 Cl (CH₂)₂OMe 0 Br 1-1714 Cl (CH₂)₃OMe 0 Br 1-1715 Cl (CH₂)₂OEt 0 Br 1-1716 Cl (CH₂)₂OCH₂-c-Pr 0 Br 1-1717 Cl c-Pr 1 Br 1-1718 Cl CH₂-c-Pr 1 Br 1-1719 Cl (CH₂)₂OMe 1 Br 1-1720 Cl (CH₂)₃OMe 1 Br 1-1721 Cl (CH₂)₂OEt 1 Br 1-1722 Cl (CH₂)₂OCH₂-c-Pr 1 Br 1-1723 Cl c-Pr 2 Br 1-1724 Cl CH₂-c-Pr 2 Br 1-1725 Cl (CH₂)₂OMe 2 Br 1-1726 Cl (CH₂)₃OMe 2 Br 1-1727 Cl (CH₂)₂OEt 2 Br 1-1728 Cl (CH₂)₂OCH₂-c-Pr 2 Br 1-1729 Br c-Pr 0 Br 1-1730 Br CH₂-c-Pr 0 Br 1-1731 Br (CH₂)₂OMe 0 Br 1-1732 Br (CH₂)₃OMe 0 Br 1-1733 Br (CH₂)₂OEt 0 Br 1-1734 Br (CH₂)₂OCH₂-c-Pr 0 Br 1-1735 Br c-Pr 1 Br 1-1736 Br CH₂-c-Pr 1 Br 1-1737 Br (CH₂)₂OMe 1 Br 1-1738 Br (CH₂)₃OMe 1 Br 1-1739 Br (CH₂)₂OEt 1 Br 1-1740 Br (CH₂)₂OCH₂-c-Pr 1 Br 1-1741 Br c-Pr 2 Br 1-1742 Br CH₂-c-Pr 2 Br 1-1743 Br (CH₂)₂OMe 2 Br 1-1744 Br (CH₂)₃OMe 2 Br 1-1745 Br (CH₂)₂OEt 2 Br 1-1746 Br (CH₂)₂OCH₂-c-Pr 2 Br 1-1747 Me c-Pr 0 Br 1-1748 Me CH₂-c-Pr 0 Br 1-1749 Me (CH₂)₂OMe 0 Br 1-1750 Me (CH₂)₃OMe 0 Br 1-1751 Me (CH₂)₂OEt 0 Br 1-1752 Me (CH₂)₂OCH₂-c-Pr 0 Br 1-1753 Me c-Pr 1 Br 1-1754 Me CH₂-c-Pr 1 Br 1-1755 Me (CH₂)₂OMe 1 Br 1-1756 Me (CH₂)₃OMe 1 Br 1-1757 Me (CH₂)₂OEt 1 Br 1-1758 Me (CH₂)₂OCH₂-c-Pr 1 Br 1-1759 Me c-Pr 2 Br 1-1760 Me CH₂-c-Pr 2 Br 1-1761 Me (CH₂)₂OMe 2 Br 1-1762 Me (CH₂)₃OMe 2 Br 1-1763 Me (CH₂)₂OEt 2 Br 1-1764 Me (CH₂)₂OCH₂-c-Pr 2 Br 1-1765 Et c-Pr 0 Br 1-1766 Et CH₂-c-Pr 0 Br 1-1767 Et (CH₂)₂OMe 0 Br 1-1768 Et (CH₂)₃OMe 0 Br 1-1769 Et (CH₂)₂OEt 0 Br 1-1770 Et (CH₂)₂OCH₂-c-Pr 0 Br 1-1771 Et c-Pr 1 Br 1-1772 Et CH₂-c-Pr 1 Br 1-1773 Et (CH₂)₂OMe 1 Br 1-1774 Et (CH₂)₃OMe 1 Br 1-1775 Et (CH₂)₂OEt 1 Br 1-1776 Et (CH₂)₂OCH₂-c-Pr 1 Br 1-1777 Et c-Pr 2 Br 1-1778 Et CH₂-c-Pr 2 Br 1-1779 Et (CH₂)₂OMe 2 Br 1-1780 Et (CH₂)₃OMe 2 Br 1-1781 Et (CH₂)₂OEt 2 Br 1-1782 Et (CH₂)₂OCH₂-c-Pr 2 Br 1-1783 CF₃ c-Pr 0 Br 1-1784 CF₃ CH₂-c-Pr 0 Br 1-1785 CF₃ (CH₂)₂OMe 0 Br 1-1786 CF₃ (CH₂)₃OMe 0 Br 1-1787 CF₃ (CH₂)₂OEt 0 Br 1-1788 CF₃ (CH₂)₂OCH₂-c-Pr 0 Br 1-1789 CF₃ c-Pr 1 Br 1-1790 CF₃ CH₂-c-Pr 1 Br 1-1791 CF₃ (CH₂)₂OMe 1 Br 1-1792 CF₃ (CH₂)₃OMe 1 Br 1-1793 CF₃ (CH₂)₂OEt 1 Br 1-1794 CF₃ (CH₂)₂OCH₂-c-Pr 1 Br 1-1795 CF₃ c-Pr 2 Br 1-1796 CF₃ CH₂-c-Pr 2 Br 1-1797 CF₃ (CH₂)₂OMe 2 Br 1-1798 CF₃ (CH₂)₃OMe 2 Br 1-1799 CF₃ (CH₂)₂OEt 2 Br 1-1800 CF₃ (CH₂)₂OCH₂-c-Pr 2 Br 1-1801 OMe c-Pr 0 Br 1-1802 OMe CH₂-c-Pr 0 Br 1-1803 OMe (CH₂)₂OMe 0 Br 1-1804 OMe (CH₂)₃OMe 0 Br 1-1805 OMe (CH₂)₂OEt 0 Br 1-1806 OMe (CH₂)₂OCH₂-c-Pr 0 Br 1-1807 OMe c-Pr 1 Br 1-1808 OMe CH₂-c-Pr 1 Br 1-1809 OMe (CH₂)₂OMe 1 Br 1-1810 OMe (CH₂)₃OMe 1 Br 1-1811 OMe (CH₂)₂OEt 1 Br 1-1812 OMe (CH₂)₂OCH₂-c-Pr 1 Br 1-1813 OMe c-Pr 2 Br 1-1814 OMe CH₂-c-Pr 2 Br 1-1815 OMe (CH₂)₂OMe 2 Br 1-1816 OMe (CH₂)₃OMe 2 Br 1-1817 OMe (CH₂)₂OEt 2 Br 1-1818 OMe (CH₂)₂OCH₂-c-Pr 2 Br 1-1819 OEt c-Pr 0 Br 1-1820 OEt CH₂-c-Pr 0 Br 1-1821 OEt (CH₂)₂OMe 0 Br 1-1822 OEt (CH₂)₃OMe 0 Br 1-1823 OEt (CH₂)₂OEt 0 Br 1-1824 OEt (CH₂)₂OCH₂-c-Pr 0 Br 1-1825 OEt c-Pr 1 Br 1-1826 OEt CH₂-c-Pr 1 Br 1-1827 OEt (CH₂)₂OMe 1 Br 1-1828 OEt (CH₂)₃OMe 1 Br 1-1829 OEt (CH₂)₂OEt 1 Br 1-1830 OEt (CH₂)₂OCH₂-c-Pr 1 Br 1-1831 OEt c-Pr 2 Br 1-1832 OEt CH₂-c-Pr 2 Br 1-1833 OEt (CH₂)₂OMe 2 Br 1-1834 OEt (CH₂)₃OMe 2 Br 1-1835 OEt (CH₂)₂OEt 2 Br 1-1836 OEt (CH₂)₂OCH₂-c-Pr 2 Br 1-1837 NO₂ c-Pr 0 Br 1-1838 NO₂ CH₂-c-Pr 0 Br 1-1839 NO₂ (CH₂)₂OMe 0 Br 1-1840 NO₂ (CH₂)₃OMe 0 Br 1-1841 NO₂ (CH₂)₂OEt 0 Br 1-1842 NO₂ (CH₂)₂OCH₂-c-Pr 0 Br 1-1843 NO₂ c-Pr 1 Br 1-1844 NO₂ CH₂-c-Pr 1 Br 1-1845 NO₂ (CH₂)₂OMe 1 Br 1-1846 NO₂ (CH₂)₃OMe 1 Br 1-1847 NO₂ (CH₂)₂OEt 1 Br 1-1848 NO₂ (CH₂)₂OCH₂-c-Pr 1 Br 1-1849 NO₂ c-Pr 2 Br 1-1850 NO₂ CH₂-c-Pr 2 Br 1-1851 NO₂ (CH₂)₂OMe 2 Br 1-1852 NO₂ (CH₂)₃OMe 2 Br 1-1853 NO₂ (CH₂)₂OEt 2 Br 1-1854 NO₂ (CH₂)₂OCH₂-c-Pr 2 Br 1-1855 SO₂Me c-Pr 0 Br 1-1856 SO₂Me CH₂-c-Pr 0 Br 1-1857 SO₂Me (CH₂)₂OMe 0 Br 1-1858 SO₂Me (CH₂)₃OMe 0 Br 1-1859 SO₂Me (CH₂)₂OEt 0 Br 1-1860 SO₂Me (CH₂)₂OCH₂-c-Pr 0 Br 1-1861 SO₂Me c-Pr 1 Br 1-1862 SO₂Me CH₂-c-Pr 1 Br 1-1863 SO₂Me (CH₂)₂OMe 1 Br 1-1864 SO₂Me (CH₂)₃OMe 1 Br 1-1865 SO₂Me (CH₂)₂OEt 1 Br 1-1866 SO₂Me (CH₂)₂OCH₂-c-Pr 1 Br 1-1867 SO₂Me c-Pr 2 Br 1-1868 SO₂Me CH₂-c-Pr 2 Br 1-1869 SO₂Me (CH₂)₂OMe 2 Br 1-1870 SO₂Me (CH₂)₃OMe 2 Br 1-1871 SO₂Me (CH₂)₂OEt 2 Br 1-1872 SO₂Me (CH₂)₂OCH₂-c-Pr 2 Br 1-1873 CH₂OMe c-Pr 0 Br 1-1874 CH₂OMe CH₂-c-Pr 0 Br 1-1875 CH₂OMe (CH₂)₂OMe 0 Br 1-1876 CH₂OMe (CH₂)₃OMe 0 Br 1-1877 CH₂OMe (CH₂)₂OEt 0 Br 1-1878 CH₂OMe (CH₂)₂OCH₂-c-Pr 0 Br 1-1879 CH₂OMe c-Pr 1 Br 1-1880 CH₂OMe CH₂-c-Pr 1 Br 1-1881 CH₂OMe (CH₂)₂OMe 1 Br 1-1882 CH₂OMe (CH₂)₃OMe 1 Br 1-1883 CH₂OMe (CH₂)₂OEt 1 Br 1-1884 CH₂OMe (CH₂)₂OCH₂-c-Pr 1 Br 1-1885 CH₂OMe c-Pr 2 Br 1-1886 CH₂OMe CH₂-c-Pr 2 Br 1-1887 CH₂OMe (CH₂)₂OMe 2 Br 1-1888 CH₂OMe (CH₂)₃OMe 2 Br 1-1889 CH₂OMe (CH₂)₂OEt 2 Br 1-1890 CH₂OMe (CH₂)₂OCH₂-c-Pr 2 Br 1-1891 CH₂SO₂Me c-Pr 0 Br 1-1892 CH₂SO₂Me CH₂-c-Pr 0 Br 1-1893 CH₂SO₂Me (CH₂)₂OMe 0 Br 1-1894 CH₂SO₂Me (CH₂)₃OMe 0 Br 1-1895 CH₂SO₂Me (CH₂)₂OEt 0 Br 1-1896 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 Br 1-1897 CH₂SO₂Me c-Pr 1 Br 1-1898 CH₂SO₂Me CH₂-c-Pr 1 Br 1-1899 CH₂SO₂Me (CH₂)₂OMe 1 Br 1-1900 CH₂SO₂Me (CH₂)₃OMe 1 Br 1-1901 CH₂SO₂Me (CH₂)₂OEt 1 Br 1-1902 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 Br 1-1903 CH₂SO₂Me c-Pr 2 Br 1-1904 CH₂SO₂Me CH₂-c-Pr 2 Br 1-1905 CH₂SO₂Me (CH₂)₂OMe 2 Br 1-1906 CH₂SO₂Me (CH₂)₃OMe 2 Br 1-1907 CH₂SO₂Me (CH₂)₂OEt 2 Br 1-1908 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 Br 1-1909 CH₂O(CH₂)₂OMe c-Pr 0 Br 1-1910 CH₂O(CH₂)₂OMe CH₂-c-Pr 0 Br 1-1911 CH₂O(CH₂)₂OMe (CH₂)₂OMe 0 Br 1-1912 CH₂O(CH₂)₂OMe (CH₂)₃OMe 0 Br 1-1913 CH₂O(CH₂)₂OMe (CH₂)₂OEt 0 Br 1-1914 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 Br 1-1915 CH₂O(CH₂)₂OMe c-Pr 1 Br 1-1916 CH₂O(CH₂)₂OMe CH₂-c-Pr 1 Br 1-1917 CH₂O(CH₂)₂OMe (CH₂)₂OMe 1 Br 1-1918 CH₂O(CH₂)₂OMe (CH₂)₃OMe 1 Br 1-1919 CH₂O(CH₂)₂OMe (CH₂)₂OEt 1 Br 1-1920 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 Br 1-1921 CH₂O(CH₂)₂OMe c-Pr 2 Br 1-1922 CH₂O(CH₂)₂OMe CH₂-c-Pr 2 Br 1-1923 CH₂O(CH₂)₂OMe (CH₂)₂OMe 2 Br 1-1924 CH₂O(CH₂)₂OMe (CH₂)₃OMe 2 Br 1-1925 CH₂O(CH₂)₂OMe (CH₂)₂OEt 2 Br 1-1926 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 Br 1-1927 CH₂O(CH₂)₂OEt c-Pr 0 Br 1-1928 CH₂O(CH₂)₂OEt CH₂-c-Pr 0 Br 1-1929 CH₂O(CH₂)₂OEt (CH₂)₂OMe 0 Br 1-1930 CH₂O(CH₂)₂OEt (CH₂)₃OMe 0 Br 1-1931 CH₂O(CH₂)₂OEt (CH₂)₂OEt 0 Br 1-1932 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 0 Br 1-1933 CH₂O(CH₂)₂OEt c-Pr 1 Br 1-1934 CH₂O(CH₂)₂OEt CH₂-c-Pr 1 Br 1-1935 CH₂O(CH₂)₂OEt (CH₂)₂OMe 1 Br 1-1936 CH₂O(CH₂)₂OEt (CH₂)₃OMe 1 Br 1-1937 CH₂O(CH₂)₂OEt (CH₂)₂OEt 1 Br 1-1938 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 1 Br 1-1939 CH₂O(CH₂)₂OEt c-Pr 2 Br 1-1940 CH₂O(CH₂)₂OEt CH₂-c-Pr 2 Br 1-1941 CH₂O(CH₂)₂OEt (CH₂)₂OMe 2 Br 1-1942 CH₂O(CH₂)₂OEt (CH₂)₃OMe 2 Br 1-1943 CH₂O(CH₂)₂OEt (CH₂)₂OEt 2 Br 1-1944 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 2 Br 1-1945 CH₂O(CH₂)₃OMe c-Pr 0 Br 1-1946 CH₂O(CH₂)₃OMe CH₂-c-Pr 0 Br 1-1947 CH₂O(CH₂)₃OMe (CH₂)₂OMe 0 Br 1-1948 CH₂O(CH₂)₃OMe (CH₂)₃OMe 0 Br 1-1949 CH₂O(CH₂)₃OMe (CH₂)₂OEt 0 Br 1-1950 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 0 Br 1-1951 CH₂O(CH₂)₃OMe c-Pr 1 Br 1-1952 CH₂O(CH₂)₃OMe CH₂-c-Pr 1 Br 1-1953 CH₂O(CH₂)₃OMe (CH₂)₂OMe 1 Br 1-1954 CH₂O(CH₂)₃OMe (CH₂)₃OMe 1 Br 1-1955 CH₂O(CH₂)₃OMe (CH₂)₂OEt 1 Br 1-1956 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 1 Br 1-1957 CH₂O(CH₂)₃OMe c-Pr 2 Br 1-1958 CH₂O(CH₂)₃OMe CH₂-c-Pr 2 Br 1-1959 CH₂O(CH₂)₃OMe (CH₂)₂OMe 2 Br 1-1960 CH₂O(CH₂)₃OMe (CH₂)₃OMe 2 Br 1-1961 CH₂O(CH₂)₃OMe (CH₂)₂OEt 2 Br 1-1962 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 2 Br 1-1963 CH₂OCH₂OMe c-Pr 0 Br 1-1964 CH₂OCH₂OMe CH₂-c-Pr 0 Br 1-1965 CH₂OCH₂OMe (CH₂)₂OMe 0 Br 1-1966 CH₂OCH₂OMe (CH₂)₃OMe 0 Br 1-1967 CH₂OCH₂OMe (CH₂)₂OEt 0 Br 1-1968 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 0 Br 1-1969 CH₂OCH₂OMe c-Pr 1 Br 1-1970 CH₂OCH₂OMe CH₂-c-Pr 1 Br 1-1971 CH₂OCH₂OMe (CH₂)₂OMe 1 Br 1-1972 CH₂OCH₂OMe (CH₂)₃OMe 1 Br 1-1973 CH₂OCH₂OMe (CH₂)₂OEt 1 Br 1-1974 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 1 Br 1-1975 CH₂OCH₂OMe c-Pr 2 Br 1-1976 CH₂OCH₂OMe CH₂-c-Pr 2 Br 1-1977 CH₂OCH₂OMe (CH₂)₂OMe 2 Br 1-1978 CH₂OCH₂OMe (CH₂)₃OMe 2 Br 1-1979 CH₂OCH₂OMe (CH₂)₂OEt 2 Br 1-1980 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 2 Br 1-1981 CH₂OCH₂OEt c-Pr 0 Br 1-1982 CH₂OCH₂OEt CH₂-c-Pr 0 Br 1-1983 CH₂OCH₂OEt (CH₂)₂OMe 0 Br 1-1984 CH₂OCH₂OEt (CH₂)₃OMe 0 Br 1-1985 CH₂OCH₂OEt (CH₂)₂OEt 0 Br 1-1986 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 0 Br 1-1987 CH₂OCH₂OEt c-Pr 1 Br 1-1988 CH₂OCH₂OEt CH₂-c-Pr 1 Br 1-1989 CH₂OCH₂OEt (CH₂)₂OMe 1 Br 1-1990 CH₂OCH₂OEt (CH₂)₃OMe 1 Br 1-1991 CH₂OCH₂OEt (CH₂)₂OEt 1 Br 1-1992 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 1 Br 1-1993 CH₂OCH₂OEt c-Pr 2 Br 1-1994 CH₂OCH₂OEt CH₂-c-Pr 2 Br 1-1995 CH₂OCH₂OEt (CH₂)₂OMe 2 Br 1-1996 CH₂OCH₂OEt (CH₂)₃OMe 2 Br 1-1997 CH₂OCH₂OEt (CH₂)₂OEt 2 Br 1-1998 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 2 Br 1-1999 CH₂O(CH₂)₂SO₂Me c-Pr 0 Br 1-2000 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 0 Br 1-2001 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 0 Br 1-2002 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 0 Br 1-2003 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 0 Br 1-2004 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 Br 1-2005 CH₂O(CH₂)₂SO₂Me c-Pr 1 Br 1-2006 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 1 Br 1-2007 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 1 Br 1-2008 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 1 Br 1-2009 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 1 Br 1-2010 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 Br 1-2011 CH₂O(CH₂)₂SO₂Me c-Pr 2 Br 1-2012 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 2 Br 1-2013 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 2 Br 1-2014 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 2 Br 1-2015 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 2 Br 1-2016 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 Br 1-2017 CH₂SO₂(CH₂)₂OMe c-Pr 0 Br 1-2018 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 0 Br 1-2019 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 0 Br 1-2020 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 0 Br 1-2021 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 0 Br 1-2022 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 Br 1-2023 CH₂SO₂(CH₂)₂OMe c-Pr 1 Br 1-2024 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 1 Br 1-2025 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 1 Br 1-2026 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 1 Br 1-2027 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 1 Br 1-2028 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 Br 1-2029 CH₂SO₂(CH₂)₂OMe c-Pr 2 Br 1-2030 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 2 Br 1-2031 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 2 Br 1-2032 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 2 Br 1-2033 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 2 Br 1-2034 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 Br 1-2035 CH₂SO₂(CH₂)₂SO₂Me c-Pr 0 Br 1-2036 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 0 Br 1-2037 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 0 Br 1-2038 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 0 Br 1-2039 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 0 Br 1-2040 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 Br 1-2041 CH₂SO₂(CH₂)₂SO₂Me c-Pr 1 Br 1-2042 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 1 Br 1-2043 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 1 Br 1-2044 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 1 Br 1-2045 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 1 Br 1-2046 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 Br 1-2047 CH₂SO₂(CH₂)₂SO₂Me c-Pr 2 Br 1-2048 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 2 Br 1-2049 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 2 Br 1-2050 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 2 Br 1-2051 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 2 Br 1-2052 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 Br 1-2053 Cl c-Pr 0 CF₃ 1-2054 Cl CH₂-c-Pr 0 CF₃ 1-2055 Cl (CH₂)₂OMe 0 CF₃ 1-2056 Cl (CH₂)₃OMe 0 CF₃ 1-2057 Cl (CH₂)₂OEt 0 CF₃ 1-2058 Cl (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2059 Cl c-Pr 1 CF₃ 1-2060 Cl CH₂-c-Pr 1 CF₃ 1-2061 Cl (CH₂)₂OMe 1 CF₃ 1-2062 Cl (CH₂)₃OMe 1 CF₃ 1-2063 Cl (CH₂)₂OEt 1 CF₃ 1-2064 Cl (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2065 Cl c-Pr 2 CF₃ 1-2066 Cl CH₂-c-Pr 2 CF₃ 1-2067 Cl (CH₂)₂OMe 2 CF₃ 1-2068 Cl (CH₂)₃OMe 2 CF₃ 1-2069 Cl (CH₂)₂OEt 2 CF₃ 1-2070 Cl (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2071 Br c-Pr 0 CF₃ 1-2072 Br CH₂-c-Pr 0 CF₃ 1-2073 Br (CH₂)₂OMe 0 CF₃ 1-2074 Br (CH₂)₃OMe 0 CF₃ 1-2075 Br (CH₂)₂OEt 0 CF₃ 1-2076 Br (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2077 Br c-Pr 1 CF₃ 1-2078 Br CH₂-c-Pr 1 CF₃ 1-2079 Br (CH₂)₂OMe 1 CF₃ 1-2080 Br (CH₂)₃OMe 1 CF₃ 1-2081 Br (CH₂)₂OEt 1 CF₃ 1-2082 Br (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2083 Br c-Pr 2 CF₃ 1-2084 Br CH₂-c-Pr 2 CF₃ 1-2085 Br (CH₂)₂OMe 2 CF₃ 1-2086 Br (CH₂)₃OMe 2 CF₃ 1-2087 Br (CH₂)₂OEt 2 CF₃ 1-2088 Br (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2089 Me c-Pr 0 CF₃ 1-2090 Me CH₂-c-Pr 0 CF₃ 1-2091 Me (CH₂)₂OMe 0 CF₃ 7.68 (d, 1H), 7.39 (d, 1H), 3.61 (s, 3H), 3.52 (t, 2H), 3.32 (s, 3H), 2.91 (t, 2H), 2.64 (s, 3H), 0.90-0.83 (m, 1H), 0.76 (m, 2H), 0.47 (m, 2H) 1-2092 Me (CH₂)₃OMe 0 CF₃ 1-2093 Me (CH₂)₂OEt 0 CF₃ 1-2094 Me (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2095 Me c-Pr 1 CF₃ 1-2096 Me CH₂-c-Pr 1 CF₃ 1-2097 Me (CH₂)₂OMe 1 CF₃ 7.72 (d, 1H), 7.51 (d, 1H), 3.95 (dt, 1H), 3.83 (dt, 1H), 3.62-3.58 (m, 1H), 3.61 (s, 3H), 3.41 (s, 3H), 3.13 (m, 1H), 2.82 (s, 3H), 0.91-0.72 (m, 3H), 0.58 (m, 1H), 0.46 (m, 1H) 1-2098 Me (CH₂)₃OMe 1 CF₃ 1-2099 Me (CH₂)₂OEt 1 CF₃ 1-2100 Me (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2101 Me c-Pr 2 CF₃ 1-2102 Me CH₂-c-Pr 2 CF₃ 1-2103 Me (CH₂)₂OMe 2 CF₃ 1-2104 Me (CH₂)₃OMe 2 CF₃ 1-2105 Me (CH₂)₂OEt 2 CF₃ 1-2106 Me (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2107 Et c-Pr 0 CF₃ 1-2108 Et CH₂-c-Pr 0 CF₃ 1-2109 Et (CH₂)₂OMe 0 CF₃ 1-2110 Et (CH₂)₃OMe 0 CF₃ 1-2111 Et (CH₂)₂OEt 0 CF₃ 1-2112 Et (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2113 Et c-Pr 1 CF₃ 1-2114 Et CH₂-c-Pr 1 CF₃ 1-2115 Et (CH₂)₂OMe 1 CF₃ 1-2116 Et (CH₂)₃OMe 1 CF₃ 1-2117 Et (CH₂)₂OEt 1 CF₃ 1-2118 Et (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2119 Et c-Pr 2 CF₃ 1-2120 Et CH₂-c-Pr 2 CF₃ 1-2121 Et (CH₂)₂OMe 2 CF₃ 1-2122 Et (CH₂)₃OMe 2 CF₃ 1-2123 Et (CH₂)₂OEt 2 CF₃ 1-2124 Et (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2125 CF₃ c-Pr 0 CF₃ 1-2126 CF₃ CH₂-c-Pr 0 CF₃ 1-2127 CF₃ (CH₂)₂OMe 0 CF₃ 1-2128 CF₃ (CH₂)₃OMe 0 CF₃ 1-2129 CF₃ (CH₂)₂OEt 0 CF₃ 1-2130 CF₃ (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2131 CF₃ c-Pr 1 CF₃ 1-2132 CF₃ CH₂-c-Pr 1 CF₃ 1-2133 CF₃ (CH₂)₂OMe 1 CF₃ 1-2134 CF₃ (CH₂)₃OMe 1 CF₃ 1-2135 CF₃ (CH₂)₂OEt 1 CF₃ 1-2136 CF₃ (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2137 CF₃ c-Pr 2 CF₃ 1-2138 CF₃ CH₂-c-Pr 2 CF₃ 1-2139 CF₃ (CH₂)₂OMe 2 CF₃ 1-2140 CF₃ (CH₂)₃OMe 2 CF₃ 1-2141 CF₃ (CH₂)₂OEt 2 CF₃ 1-2142 CF₃ (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2143 OMe c-Pr 0 CF₃ 1-2144 OMe CH₂-c-Pr 0 CF₃ 1-2145 OMe (CH₂)₂OMe 0 CF₃ 1-2146 OMe (CH₂)₃OMe 0 CF₃ 1-2147 OMe (CH₂)₂OEt 0 CF₃ 1-2148 OMe (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2149 OMe c-Pr 1 CF₃ 1-2150 OMe CH₂-c-Pr 1 CF₃ 1-2151 OMe (CH₂)₂OMe 1 CF₃ 1-2152 OMe (CH₂)₃OMe 1 CF₃ 1-2153 OMe (CH₂)₂OEt 1 CF₃ 1-2154 OMe (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2155 OMe c-Pr 2 CF₃ 1-2156 OMe CH₂-c-Pr 2 CF₃ 1-2157 OMe (CH₂)₂OMe 2 CF₃ 1-2158 OMe (CH₂)₃OMe 2 CF₃ 1-2159 OMe (CH₂)₂OEt 2 CF₃ 1-2160 OMe (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2161 OEt c-Pr 0 CF₃ 1-2162 OEt CH₂-c-Pr 0 CF₃ 1-2163 OEt (CH₂)₂OMe 0 CF₃ 1-2164 OEt (CH₂)₃OMe 0 CF₃ 1-2165 OEt (CH₂)₂OEt 0 CF₃ 1-2166 OEt (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2167 OEt c-Pr 1 CF₃ 1-2168 OEt CH₂-c-Pr 1 CF₃ 1-2169 OEt (CH₂)₂OMe 1 CF₃ 1-2170 OEt (CH₂)₃OMe 1 CF₃ 1-2171 OEt (CH₂)₂OEt 1 CF₃ 1-2172 OEt (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2173 OEt c-Pr 2 CF₃ 1-2174 OEt CH₂-c-Pr 2 CF₃ 1-2175 OEt (CH₂)₂OMe 2 CF₃ 1-2176 OEt (CH₂)₃OMe 2 CF₃ 1-2177 OEt (CH₂)₂OEt 2 CF₃ 1-2178 OEt (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2179 NO₂ c-Pr 0 CF₃ 1-2180 NO₂ CH₂-c-Pr 0 CF₃ 1-2181 NO₂ (CH₂)₂OMe 0 CF₃ 1-2182 NO₂ (CH₂)₃OMe 0 CF₃ 1-2183 NO₂ (CH₂)₂OEt 0 CF₃ 1-2184 NO₂ (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2185 NO₂ c-Pr 1 CF₃ 1-2186 NO₂ CH₂-c-Pr 1 CF₃ 1-2187 NO₂ (CH₂)₂OMe 1 CF₃ 1-2188 NO₂ (CH₂)₃OMe 1 CF₃ 1-2189 NO₂ (CH₂)₂OEt 1 CF₃ 1-2190 NO₂ (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2191 NO₂ c-Pr 2 CF₃ 1-2192 NO₂ CH₂-c-Pr 2 CF₃ 1-2193 NO₂ (CH₂)₂OMe 2 CF₃ 1-2194 NO₂ (CH₂)₃OMe 2 CF₃ 1-2195 NO₂ (CH₂)₂OEt 2 CF₃ 1-2196 NO₂ (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2197 SO₂Me c-Pr 0 CF₃ 1-2198 SO₂Me CH₂-c-Pr 0 CF₃ 1-2199 SO₂Me (CH₂)₂OMe 0 CF₃ 1-2200 SO₂Me (CH₂)₃OMe 0 CF₃ 1-2201 SO₂Me (CH₂)₂OEt 0 CF₃ 1-2202 SO₂Me (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2203 SO₂Me c-Pr 1 CF₃ 1-2204 SO₂Me CH₂-c-Pr 1 CF₃ 1-2205 SO₂Me (CH₂)₂OMe 1 CF₃ 1-2206 SO₂Me (CH₂)₃OMe 1 CF₃ 1-2207 SO₂Me (CH₂)₂OEt 1 CF₃ 1-2208 SO₂Me (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2209 SO₂Me c-Pr 2 CF₃ 1-2210 SO₂Me CH₂-c-Pr 2 CF₃ 1-2211 SO₂Me (CH₂)₂OMe 2 CF₃ 1-2212 SO₂Me (CH₂)₃OMe 2 CF₃ 1-2213 SO₂Me (CH₂)₂OEt 2 CF₃ 1-2214 SO₂Me (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2215 CH₂OMe c-Pr 0 CF₃ 1-2216 CH₂OMe CH₂-c-Pr 0 CF₃ 1-2217 CH₂OMe (CH₂)₂OMe 0 CF₃ 1-2218 CH₂OMe (CH₂)₃OMe 0 CF₃ 1-2219 CH₂OMe (CH₂)₂OEt 0 CF₃ 1-2220 CH₂OMe (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2221 CH₂OMe c-Pr 1 CF₃ 1-2222 CH₂OMe CH₂-c-Pr 1 CF₃ 1-2223 CH₂OMe (CH₂)₂OMe 1 CF₃ 1-2224 CH₂OMe (CH₂)₃OMe 1 CF₃ 1-2225 CH₂OMe (CH₂)₂OEt 1 CF₃ 1-2226 CH₂OMe (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2227 CH₂OMe c-Pr 2 CF₃ 1-2228 CH₂OMe CH₂-c-Pr 2 CF₃ 1-2229 CH₂OMe (CH₂)₂OMe 2 CF₃ 1-2230 CH₂OMe (CH₂)₃OMe 2 CF₃ 1-2231 CH₂OMe (CH₂)₂OEt 2 CF₃ 1-2232 CH₂OMe (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2233 CH₂SO₂Me c-Pr 0 CF₃ 1-2234 CH₂SO₂Me CH₂-c-Pr 0 CF₃ 1-2235 CH₂SO₂Me (CH₂)₂OMe 0 CF₃ 1-2236 CH₂SO₂Me (CH₂)₃OMe 0 CF₃ 1-2237 CH₂SO₂Me (CH₂)₂OEt 0 CF₃ 1-2238 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2239 CH₂SO₂Me c-Pr 1 CF₃ 1-2240 CH₂SO₂Me CH₂-c-Pr 1 CF₃ 1-2241 CH₂SO₂Me (CH₂)₂OMe 1 CF₃ 1-2242 CH₂SO₂Me (CH₂)₃OMe 1 CF₃ 1-2243 CH₂SO₂Me (CH₂)₂OEt 1 CF₃ 1-2244 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2245 CH₂SO₂Me c-Pr 2 CF₃ 1-2246 CH₂SO₂Me CH₂-c-Pr 2 CF₃ 1-2247 CH₂SO₂Me (CH₂)₂OMe 2 CF₃ 1-2248 CH₂SO₂Me (CH₂)₃OMe 2 CF₃ 1-2249 CH₂SO₂Me (CH₂)₂OEt 2 CF₃ 1-2250 CH₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2251 CH₂O(CH₂)₂OMe c-Pr 0 CF₃ 1-2252 CH₂O(CH₂)₂OMe CH₂-c-Pr 0 CF₃ 1-2253 CH₂O(CH₂)₂OMe (CH₂)₂OMe 0 CF₃ 1-2254 CH₂O(CH₂)₂OMe (CH₂)₃OMe 0 CF₃ 1-2255 CH₂O(CH₂)₂OMe (CH₂)₂OEt 0 CF₃ 1-2256 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2257 CH₂O(CH₂)₂OMe c-Pr 1 CF₃ 1-2258 CH₂O(CH₂)₂OMe CH₂-c-Pr 1 CF₃ 1-2259 CH₂O(CH₂)₂OMe (CH₂)₂OMe 1 CF₃ 1-2260 CH₂O(CH₂)₂OMe (CH₂)₃OMe 1 CF₃ 1-2261 CH₂O(CH₂)₂OMe (CH₂)₂OEt 1 CF₃ 1-2262 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2263 CH₂O(CH₂)₂OMe c-Pr 2 CF₃ 1-2264 CH₂O(CH₂)₂OMe CH₂-c-Pr 2 CF₃ 1-2265 CH₂O(CH₂)₂OMe (CH₂)₂OMe 2 CF₃ 1-2266 CH₂O(CH₂)₂OMe (CH₂)₃OMe 2 CF₃ 1-2267 CH₂O(CH₂)₂OMe (CH₂)₂OEt 2 CF₃ 1-2268 CH₂O(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2269 CH₂O(CH₂)₂OEt c-Pr 0 CF₃ 1-2270 CH₂O(CH₂)₂OEt CH₂-c-Pr 0 CF₃ 1-2271 CH₂O(CH₂)₂OEt (CH₂)₂OMe 0 CF₃ 1-2272 CH₂O(CH₂)₂OEt (CH₂)₃OMe 0 CF₃ 1-2273 CH₂O(CH₂)₂OEt (CH₂)₂OEt 0 CF₃ 1-2274 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2275 CH₂O(CH₂)₂OEt c-Pr 1 CF₃ 1-2276 CH₂O(CH₂)₂OEt CH₂-c-Pr 1 CF₃ 1-2277 CH₂O(CH₂)₂OEt (CH₂)₂OMe 1 CF₃ 1-2278 CH₂O(CH₂)₂OEt (CH₂)₃OMe 1 CF₃ 1-2279 CH₂O(CH₂)₂OEt (CH₂)₂OEt 1 CF₃ 1-2280 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2281 CH₂O(CH₂)₂OEt c-Pr 2 CF₃ 1-2282 CH₂O(CH₂)₂OEt CH₂-c-Pr 2 CF₃ 1-2283 CH₂O(CH₂)₂OEt (CH₂)₂OMe 2 CF₃ 1-2284 CH₂O(CH₂)₂OEt (CH₂)₃OMe 2 CF₃ 1-2285 CH₂O(CH₂)₂OEt (CH₂)₂OEt 2 CF₃ 1-2286 CH₂O(CH₂)₂OEt (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2287 CH₂O(CH₂)₃OMe c-Pr 0 CF₃ 1-2288 CH₂O(CH₂)₃OMe CH₂-c-Pr 0 CF₃ 1-2289 CH₂O(CH₂)₃OMe (CH₂)₂OMe 0 CF₃ 1-2290 CH₂O(CH₂)₃OMe (CH₂)₃OMe 0 CF₃ 1-2291 CH₂O(CH₂)₃OMe (CH₂)₂OEt 0 CF₃ 1-2292 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2293 CH₂O(CH₂)₃OMe c-Pr 1 CF₃ 1-2294 CH₂O(CH₂)₃OMe CH₂-c-Pr 1 CF₃ 1-2295 CH₂O(CH₂)₃OMe (CH₂)₂OMe 1 CF₃ 1-2296 CH₂O(CH₂)₃OMe (CH₂)₃OMe 1 CF₃ 1-2297 CH₂O(CH₂)₃OMe (CH₂)₂OEt 1 CF₃ 1-2298 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2299 CH₂O(CH₂)₃OMe c-Pr 2 CF₃ 1-2300 CH₂O(CH₂)₃OMe CH₂-c-Pr 2 CF₃ 1-2301 CH₂O(CH₂)₃OMe (CH₂)₂OMe 2 CF₃ 1-2302 CH₂O(CH₂)₃OMe (CH₂)₃OMe 2 CF₃ 1-2303 CH₂O(CH₂)₃OMe (CH₂)₂OEt 2 CF₃ 1-2304 CH₂O(CH₂)₃OMe (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2305 CH₂OCH₂OMe c-Pr 0 CF₃ 1-2306 CH₂OCH₂OMe CH₂-c-Pr 0 CF₃ 1-2307 CH₂OCH₂OMe (CH₂)₂OMe 0 CF₃ 1-2308 CH₂OCH₂OMe (CH₂)₃OMe 0 CF₃ 1-2309 CH₂OCH₂OMe (CH₂)₂OEt 0 CF₃ 1-2310 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2311 CH₂OCH₂OMe c-Pr 1 CF₃ 1-2312 CH₂OCH₂OMe CH₂-c-Pr 1 CF₃ 1-2313 CH₂OCH₂OMe (CH₂)₂OMe 1 CF₃ 1-2314 CH₂OCH₂OMe (CH₂)₃OMe 1 CF₃ 1-2315 CH₂OCH₂OMe (CH₂)₂OEt 1 CF₃ 1-2316 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2317 CH₂OCH₂OMe c-Pr 2 CF₃ 1-2318 CH₂OCH₂OMe CH₂-c-Pr 2 CF₃ 1-2319 CH₂OCH₂OMe (CH₂)₂OMe 2 CF₃ 1-2320 CH₂OCH₂OMe (CH₂)₃OMe 2 CF₃ 1-2321 CH₂OCH₂OMe (CH₂)₂OEt 2 CF₃ 1-2322 CH₂OCH₂OMe (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2323 CH₂OCH₂OEt c-Pr 0 CF₃ 1-2324 CH₂OCH₂OEt CH₂-c-Pr 0 CF₃ 1-2325 CH₂OCH₂OEt (CH₂)₂OMe 0 CF₃ 1-2326 CH₂OCH₂OEt (CH₂)₃OMe 0 CF₃ 1-2327 CH₂OCH₂OEt (CH₂)₂OEt 0 CF₃ 1-2328 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2329 CH₂OCH₂OEt c-Pr 1 CF₃ 1-2330 CH₂OCH₂OEt CH₂-c-Pr 1 CF₃ 1-2331 CH₂OCH₂OEt (CH₂)₂OMe 1 CF₃ 1-2332 CH₂OCH₂OEt (CH₂)₃OMe 1 CF₃ 1-2333 CH₂OCH₂OEt (CH₂)₂OEt 1 CF₃ 1-2334 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2335 CH₂OCH₂OEt c-Pr 2 CF₃ 1-2336 CH₂OCH₂OEt CH₂-c-Pr 2 CF₃ 1-2337 CH₂OCH₂OEt (CH₂)₂OMe 2 CF₃ 1-2338 CH₂OCH₂OEt (CH₂)₃OMe 2 CF₃ 1-2339 CH₂OCH₂OEt (CH₂)₂OEt 2 CF₃ 1-2340 CH₂OCH₂OEt (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2341 CH₂O(CH₂)₂SO₂Me c-Pr 0 CF₃ 1-2342 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 0 CF₃ 1-2343 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 0 CF₃ 1-2344 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 0 CF₃ 1-2345 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 0 CF₃ 1-2346 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2347 CH₂O(CH₂)₂SO₂Me c-Pr 1 CF₃ 1-2348 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 1 CF₃ 1-2349 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 1 CF₃ 1-2350 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 1 CF₃ 1-2351 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 1 CF₃ 1-2352 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2353 CH₂O(CH₂)₂SO₂Me c-Pr 2 CF₃ 1-2354 CH₂O(CH₂)₂SO₂Me CH₂-c-Pr 2 CF₃ 1-2355 CH₂O(CH₂)₂SO₂Me (CH₂)₂OMe 2 CF₃ 1-2356 CH₂O(CH₂)₂SO₂Me (CH₂)₃OMe 2 CF₃ 1-2357 CH₂O(CH₂)₂SO₂Me (CH₂)₂OEt 2 CF₃ 1-2358 CH₂O(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2359 CH₂SO₂(CH₂)₂OMe c-Pr 0 CF₃ 1-2360 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 0 CF₃ 1-2361 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 0 CF₃ 1-2362 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 0 CF₃ 1-2363 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 0 CF₃ 1-2364 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2365 CH₂SO₂(CH₂)₂OMe c-Pr 1 CF₃ 1-2366 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 1 CF₃ 1-2367 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 1 CF₃ 1-2368 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 1 CF₃ 1-2369 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 1 CF₃ 1-2370 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2371 CH₂SO₂(CH₂)₂OMe c-Pr 2 CF₃ 1-2372 CH₂SO₂(CH₂)₂OMe CH₂-c-Pr 2 CF₃ 1-2373 CH₂SO₂(CH₂)₂OMe (CH₂)₂OMe 2 CF₃ 1-2374 CH₂SO₂(CH₂)₂OMe (CH₂)₃OMe 2 CF₃ 1-2375 CH₂SO₂(CH₂)₂OMe (CH₂)₂OEt 2 CF₃ 1-2376 CH₂SO₂(CH₂)₂OMe (CH₂)₂OCH₂-c-Pr 2 CF₃ 1-2377 CH₂SO₂(CH₂)₂SO₂Me c-Pr 0 CF₃ 1-2378 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 0 CF₃ 1-2379 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 0 CF₃ 1-2380 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 0 CF₃ 1-2381 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 0 CF₃ 1-2382 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 0 CF₃ 1-2383 CH₂SO₂(CH₂)₂SO₂Me c-Pr 1 CF₃ 1-2384 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 1 CF₃ 1-2385 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 1 CF₃ 1-2386 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 1 CF₃ 1-2387 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 1 CF₃ 1-2388 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 1 CF₃ 1-2389 CH₂SO₂(CH₂)₂SO₂Me c-Pr 2 CF₃ 1-2390 CH₂SO₂(CH₂)₂SO₂Me CH₂-c-Pr 2 CF₃ 1-2391 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OMe 2 CF₃ 1-2392 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₃OMe 2 CF₃ 1-2393 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OEt 2 CF₃ 1-2394 CH₂SO₂(CH₂)₂SO₂Me (CH₂)₂OCH₂-c-Pr 2 CF₃

Very particular preference is also given to all of the compounds of Nos. 1-1 to 1-2394 mentioned above in which R⁴ is n-propylsulfonyl.

Very particular preference is also given to all of the compounds of Nos. 1-1 to 1-2394 mentioned above in which R⁴ is phenylsulfonyl.

Very particular preference is also given to all of the compounds of Nos. 1-1 to 1-2394 mentioned above in which R⁴ is methoxyethylsulfonyl.

Very particular preference is also given to all of the compounds of Nos. 1-1 to 1-2394 mentioned above in which R⁴ is benzoylmethyl.

Very particular preference is also given to all of the compounds of Nos. 1-1 to 1-2394 mentioned above in which R⁴ is 4-methylphenylsulfonyl.

Very particular preference is also given to all of the compounds of Nos. 1-1 to 1-2394 mentioned above in which R⁴ is thien-2-ylsulfonyl.

Very particular preference is also given to all of the compounds of Nos. 1-1 to 1-2394 mentioned above in which R⁴ is benzoyl.

Very particular preference is also given to all of the compounds of Nos. 1-1 to 1-2394 mentioned above in which R⁴ is 4-methylbenzoylmethyl.

Very particular preference is also given to all of the compounds of Nos. 1-1 to 1-2394 mentioned above in which R⁴ is (ethylthio)carbonyl.

B. FORMULATION EXAMPLES 1. Dust

A dust is obtained by mixing 10 parts by weight of a compound of general formula (I) and 90 parts by weight of talc as inert substance and comminuting the mixture in a hammer mill.

2. Dispersible Powder

A wettable powder which is readily dispersible in water is obtained by mixing 25 parts by weight of a compound of general formula (I), 64 parts by weight of kaolin-containing quartz as inert material, 10 parts by weight of potassium lignosulfonate and 1 part by weight of sodium oleoylmethyltauride as wetter and dispersant, and grinding the mixture in a pinned-disk mill.

3. Dispersion Concentrate

A dispersion concentrate which is readily dispersible in water is obtained by mixing 20 parts by weight of a compound of general formula (I), 6 parts by weight of alkylphenol polyglycol ether (®Triton X 207), 3 parts by weight of isotridecanol polyglycol ether (8 EO) and 71 parts by weight of paraffinic mineral oil (boiling range for example approx. 255 to above 277° C.), and grinding the mixture in a ball mill to a fineness of below 5 microns.

4. Emulsifiable Concentrate

An emulsifiable concentrate is obtained from 15 parts by weight of a compound of general formula (I), 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of oxethylated nonylphenol as emulsifier.

5. Water-Dispersible Granules

Water-dispersible granules are obtained by mixing

75 parts by weight of a compound of general formula (I),

10″ calcium lignosulfonate,

5″ sodium lauryl sulfate,

3″ polyvinyl alcohol and

7″ kaolin,

grinding the mixture in a pinned-disk mill and granulating the powder in a fluidized bed by spraying on water as granulation liquid.

Water-dispersible granules are also obtained by homogenizing and precomminuting, in a colloid mill,

25 parts by weight of a compound of general formula (I),

5″ sodium 2,2′-dinaphthylmethane-6,6′-disulfonate,

2″ sodium oleoylmethyltauride,

1″ polyvinyl alcohol,

17″ calcium carbonate and

50″ water,

subsequently grinding the mixture in a bead mill, and atomizing and drying the resulting suspension in a spray tower by means of a single-substance nozzle.

C. BIOLOGICAL EXAMPLES 1. Pre-Emergence Herbicidal Action Against Harmful Plants

Seeds or rhizome pieces of mono- and dicotyledonous harmful plants are placed in sandy loam in pots of a diameter of 9 to 13 cm and covered with soil. The herbicides, formulated as emulsifiable concentrates or dusts, are applied to the surface of the covering soil in the form of aqueous dispersions or suspensions or emulsions at an application rate of 300 to 800 l of water/ha (converted), at a dosage of 320 grams per hectare. For further cultivation of the plants, the pots are then kept in a greenhouse under optimum conditions. The visual scoring of the damage to the harmful plants is carried out 3-4 weeks after the treatment. Here, the compounds of Nos. 1-3, 1-15, 1-44 and 1-1407 show an activity of at least 90% against Echinochloa crus galli. The compounds of Nos. 1-15, 1-45, 1-1407 and 1-1419 show an activity of at least 90% against Abutilon theophrasti. The compounds of Nos. 1-3, 1-45, 1-1406 and 1-1418 show an activity of at least 90% against Amaranthus retroflexus. The compounds of Nos. 1-44, 1-1406, 1-1407 and 1-1419 show an activity of at least 90% against Stellaria media.

2. Post-Emergence Herbicidal Action Against Harmful Plants

Seeds of mono- and dicotyledonous harmful plants are placed in sandy loam in cardboard pots, covered with soil and grown in the greenhouse under good growth conditions. Two to three weeks after sowing, the test plants are treated at the three-leaf stage. The compounds according to the invention, which are formulated as wettable powders or as emulsion concentrates, are sprayed at an application rate of 600 to 800 l of water/ha (converted) in a dosage of 80 grams per hectare onto the surface of the green plant parts. The visual scoring of the damage to the harmful plants is carried out 3-4 weeks after the treatment. Here, the compounds of Nos. 1-39, 1-40, 1-1382 and 1-2091 show an activity of at least 90% against Echinochloa crus galli. The compounds of Nos. 1-3, 1-44 and 1-2091 shown an activity of at least 90% against Abutilon theophrasti. The compounds of Nos. 1-39, 1-40 and 1-1382 show an activity of at least 90% against Veronica persica. The compounds of Nos. 1-3, 1-38, 1-39, 1-1406 and 1-1407 show an activity of at least 90% against Stellaria media.

3. Comparative Tests

To demonstrate the superiority of the compounds according to the invention over compounds known from the prior art (WO 97/41106 and WO 00/03993), the herbicidal activity against harmful plants and the damage of crop plants under the conditions mentioned above was compared in the comparative tests by the pre- and post-emergence method. The comparative tests of Tables 1 to 24 below show the superiority of the compounds according to the invention over the compounds known from the prior art.

The Abbreviations Used Denote:

Harmful Plants

-   ABUTH Abutilon theophrasti ALOMY Alopecurus myosuroides -   AMARE Amaranthus retroflexus AVEFA Avena fatua -   CHEAL Chenopodium album ECHCG Echinochloa crus galli -   GALAP Galium aparine LOLMU Lolium multiflorum -   MATIN Matricaria inodora PHBPU Pharbitis purpureum -   POLCO Fallopia convolvulus STEME Stellaria media -   VERPE Veronica persica VIOTR Viola tricolor -   XANST Xanthium strumarium     Crop Plants -   GLXMA Glycine max (soybeans) TRZAS Triticum aestivum (wheat) -   ZEAMX Zea mays (corn)

TABLE 1 Pre-emergence activity Dosage Herbicidal activity in % against Compound No. [g of a.i./ha] VIOTR

80 70

80 60

TABLE 2 Pre-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] PHBPU POLCO XANST

320 60 60 70

320 20 20  0

TABLE 3 Pre-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] PHBPU POLCO XANST

320 50 50 60

320 20 20  0

TABLE 4 Pre-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] MATIN STEME VERPE

80 60 90 90

80 30 60 30

TABLE 5 Pre-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] ABUTH MATIN

320 100 60

320  50  0

TABLE 6 Pre-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] ABUTH MATIN

320 100 60

320  90  0

TABLE 7 Pre-emergence activity Dosage [g of Herbicidal activity in % against Compound No. a.i./ha] ABUTH AMARE MATIN POLCO VIOTR

320 100 100 60 50 100

320 70 90 0 0 50

TABLE 8 Pre-emergence activity Dosage [g of Herbicidal activity in % against Compound No. a.i./ha] ABUTH AMARE MATIN POLCO VIOTR

320 100 100 60 50 100

320 60 90 0 40 50

TABLE 9 Post-emergence activity Dosage Herbicidal [g of activity in % against Compound No. a.i./ha] ECHCG VIOTR XANST

80 90 90 90

80 80 70 80

TABLE 10 Post-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] ECHCG VIOTR XANST

80 100 90 90

80 80 70 60

TABLE 11 Post-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] PHBPU POLCO VIOTR

80 60 70 80

80 40 50 70

TABLE 12 Post-emergence activity Herbicidal activity Dosage in % against Damage to Compound No. [g of a.i./ha] VERPE VIOTR TRZAS

80 100 70 20

80 80 60 50

TABLE 13 Post-emergence activity Dosage Herbicidal activity in % [g of against Damage to Compound No. a.i./ha] VERPE VIOTR GALAP TRZAS ZEAMX

20 90 70 50  0  0

20 20 20 20 80 10

TABLE 14 Pre-emergence activity Herbicidal activity in Dosage % Damage to Compound No. [g of a.i./ha] GALAP CHEAL TRZAS GLXMA

320 100 100 0 0

320 90 90 50 50

TABLE 15 Post-emergence activity Dosage Herbicidal activity in % against Compound No. [g of a.i./ha] ECHCG PHBPU MATIN STEME

80 90 70 70 100

80 80 40 40 90

TABLE 16 Post-emergence activity Dosage [g of Herbicidal activity in % against Compound No. a.i./ha] ECHCG PHBPU MATIN STEME

80 90 80 80 100

80 80 40 40 90

TABLE 17 Pre-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] AMARE STEME VERPE

80 80 90 70

80 70 80 50

TABLE 18 Post-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] ECHCG ABUTH

20 80 80

20 60 70

TABLE 19 Post-emergene activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] ABUTH MATIN VIOTR

80 90 70 70

80 80 0 60

TABLE 20 Post-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] ABUTH MATIN VIOTR

80 90 70 70

80 80 30 60

TABLE 21 Post-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] PHBPU STEME VERPE

80 60 90 100

80 50 80 80

TABLE 22 Post-emergence activity Herbicidal Dosage activity in % against Compound No. [g of a.i./ha] ABUTH XANST

20 60 70

20 40 50

TABLE 23 Post-emergence activity Dosage [g of Herbicidal activity in % against Compound No. a.i./ha] ALOMY AVEFA ECHCG LOLMU ABUTH

80 70 50 90 60 70

80 20 20 30 20 60

TABLE 24 Post-emergence activity Dosage [g of Herbicidal activity in % against Compound No. a.i./ha] GALAP MATIN STEME VERPE XANST

80 70 50 100 90 90

80 40 0 80 60 70 

1. A 3-cyclopropyl-4-(3-thiobenzoyl)pyrazole of formula (I) or a salt thereof

in which R¹ is (C₁-C₄)-alkyl, R² is halogen or (C₁-C₄)-alkyl, R³ is (C₃-C₈)-cycloalkyl, (C₃-C₈)-cycloalkyl-(C₁-C₉)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-alkynyl, (C₁-C₆)-haloalkyl, (C₃-C₈)-halocycloalkyl-(C₁-C₉)-alkyl, (C₂-C₆)-haloalkenyl, (C₂-C₆)-haloalkynyl, (C₂-C₆)-nitroalkyl, phenyl, (C₃-C₈)-cycloalkoxy-(C₁-C₉)-alkyl, (C₃-C₈)-cycloalkyl-(C₁-C₉)-alkoxy-(C₁-C₉)-alkyl, (C₁-C₆)-alkoxy-(C₁-C₉)-alkyl, (C₂-C₆)-alkenyloxy-(C₁-C₉)-alkyl, (C₂-C₆)-alkynyloxy-(C₁-C₉)-alkyl, (C₁-C₆)-haloalkoxy-(C₁-C₉)-alkyl, (C₃-C₈)-halocycloalkyl-(C₁-C₉)-alkoxy-(C₁-C₉)-alkyl, (C₂-C₆)-haloalkenyloxy-(C₁-C₉)-alkyl, (C₂-C₆)-haloalkynyloxy-(C₁-C₉)-alkyl, (C₂-C₆)-nitroalkoxy-(C₁-C₉)-alkyl, phenyloxy-(C₁-C₉)-alkyl, where the phenyl group may in each case be substituted by m identical or different radicals selected from the group consisting of (C₁-C₃)-alkyl, halogen, nitro, and (C₁-C₃)-alkoxy, R⁴ is hydrogen, (C₁-C₆)-alkylsulfonyl, (C₁-C₄)-alkoxy-(C₁-C₆)-alkylsulfonyl, or is phenylsulfonyl, thien-2-ylsulfonyl, (ethylthio)carbonyl, benzoyl, benzoyl-(C₁-C₆)-alkyl or benzyl, each of which is substituted by m identical or different radicals selected from the group consisting of halogen, (C₁-C₄)-alkyl and (C₁-C₄)-alkoxy, X and Y independently of one another are hydrogen, mercapto, nitro, halogen, cyano, thiocyanato, (C₁-C₆)-alkyl, (C₁-C₆)-haloalkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-haloalkenyl, (C₂-C₆)-alkynyl, (C₃-C₆)-haloalkynyl, (C₃-C₆)-cycloalkyl, OR⁵, methylsulfonylethoxymethyl, methylsulfonylethylsulfonylmethyl, methoxyethylsulfonylmethyl, OCOR⁵, OSO₂R⁵, S(O)_(n)R⁵, SO₂OR⁵, SO₂N(R⁵)₂, (C₁-C₃)-alkoxy-(C₁-C₃)-alkoxy-(C₁-C₃)-alkyl, NR⁵SO₂R⁵, NR⁵COR⁵, (C₁-C₆)-alkyl-S(O)_(n)R⁵, (C₁-C₆)-alkyl-OR⁵, (C₁-C₆)-alkyl-OCOR⁵, (C₁-C₆)-alkyl-OSO₂R⁵, (C₁-C₆)-alkyl-SO₂OR⁵, (C₁-C₆)-alkyl-SO₂N(R⁵)₂ or (C₁-C₆)-alkyl-NR⁵COR⁵; R⁵ is hydrogen, (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-alkynyl, (C₃-C₆)-cycloalkyl, phenyl or phenyl-(C₁-C₆)-alkyl, wherein, if R5 is (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-alkynyl, (C₃-C₆)-cycloalkyl, phenyl or phenyl-(C₁-C₆)-alkyl, R5 can be substituted by s radicals selected from the group consisting of hydroxyl, mercapto, amino, cyano, nitro, thiocyanato, OR⁶, SR⁶, N(R⁶)₂, NOR⁶, OCOR⁶, SCOR⁶, NR⁶COR⁶, CO₂R⁶, COSR⁶, CON(R⁶)₂, (C₁-C₄)-alkyliminooxy, (C₁-C₄)-alkoxyamino, (C₁-C₄)-alkylcarbonyl, (C₁-C₄)-alkoxy-(C₂-C₆)-alkoxycarbonyl and (C₁-C₄)-alkylsulfonyl; R⁶ is hydrogen, (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl or (C₂-C₆)-alkynyl, m is 0, 1, 2, 3, 4 or 5, n is 0, 1 or 2, q is 0, 1, 2, 3, 4 or 5, s is 0, 1, 2 or 3, with the proviso that R³ is not (C₁-C₆)-haloalkyl if n is
 0. 2. The 3-cyclopropyl-4-(3-thiobenzoyl)pyrazole as claimed in claim 1 wherein R¹ is (C₁-C₄)-alkyl, R² is halogen, methyl or ethyl, R³ is cyclopropyl, cyclopropylmethyl, cyclopropylmethoxyethyl, methoxyethyl, methoxypropyl, or ethoxyethyl, R⁴ is hydrogen, n-propylsulfonyl, phenylsulfonyl, methoxyethylsulfonyl, benzoylmethyl, benzoyl, 4-methylbenzoylmethyl, (ethylthio)carbonyl, 4-methylphenylsulfonyl, or thien-2-ylsulfonyl, X is nitro, halogen, (C₁-C₄)-alkyl, trifluoromethyl, (C₁-C₄)-alkoxy, methylsulfonyl, methoxymethyl, methoxymethoxymethyl, ethoxyethoxymethyl, ethoxymethoxymethyl, methoxyethoxymethyl, methoxypropoxymethyl, methylsulfonylmethyl, methylsulfonylethoxymethyl, methoxyethylsulfonylmethyl, or methylsulfonylethylsulfonylmethyl, Y is halogen, trifluoromethyl, (C₁-C₄)-alkoxy, methylsulfonyl or ethylsulfonyl, n is 0, 1 or 2, q is 0, 1 or
 2. 3. The 3-cyclopropyl-4-(3-thiobenzoyl)pyrazole as claimed in claim 1 wherein R¹ is methyl or ethyl, R³ is cyclopropyl, cyclopropylmethyl, cyclopropylmethoxyethyl, methoxyethyl, methoxypropyl, or ethoxyethyl, R⁴ is hydrogen, n-propylsulfonyl, phenylsulfonyl, methoxyethylsulfonyl, benzoylmethyl, benzoyl, 4-methylbenzoylmethyl, (ethylthio)carbonyl, 4-methylphenylsulfonyl, or thien-2-ylsulfonyl, X is nitro, bromine, chlorine, fluorine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy, methylsulfonyl, methoxymethyl, methoxymethoxymethyl, ethoxyethoxymethyl, ethoxymethoxymethyl, methoxyethoxymethyl, methoxypropoxymethyl, methylsulfonylmethyl, methylsulfonylethoxymethyl, methoxyethylsulfonylmethyl, or methylsulfonylethylsulfonylmethyl, Y is bromine, chlorine, fluorine, trifluoromethyl, methoxy, methylsulfonyl or ethylsulfonyl, n is 0, 1 or 2, q is
 0. 4. A herbicidal composition which comprises a herbicidally effective amount of at least one 3-cyclopropyl-4-(3-thiobenzoyl)pyrazole of formula (I) or a salt thereof as claimed in claim
 1. 5. The herbicidal composition as claimed in claim 4 as a mixture with formulation auxiliaries.
 6. A method for controlling unwanted plants which comprises applying an effective amount of at least one compound of formula (I) as claimed in claim 1 to a plant or to a site of unwanted plant growth.
 7. A herbicidal composition as claimed in claim 4 which is capable of controlling unwanted plants.
 8. The composition as claimed in claim 7 a compound of formula (I) is capable of controlling unwanted plants in crops of useful plants.
 9. The composition as claimed in claim 8 wherein the useful plants are transgenic useful plants. 